Home Cart 0 Sign in  
X

[ CAS No. 860435-39-8 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 860435-39-8
Chemical Structure| 860435-39-8
Chemical Structure| 860435-39-8
Structure of 860435-39-8 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 860435-39-8 ]

Related Doc. of [ 860435-39-8 ]

Alternatived Products of [ 860435-39-8 ]

Product Details of [ 860435-39-8 ]

CAS No. :860435-39-8 MDL No. :MFCD09878146
Formula : C10H12BrI Boiling Point : -
Linear Structure Formula :- InChI Key :XNKAPUCNAVBLOL-UHFFFAOYSA-N
M.W : 339.01 Pubchem ID :44238947
Synonyms :

Safety of [ 860435-39-8 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P301+P312-P302+P352-P304+P340-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 860435-39-8 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 860435-39-8 ]

[ 860435-39-8 ] Synthesis Path-Downstream   1~51

  • 1
  • [ 860435-39-8 ]
  • [ 61676-62-8 ]
  • [ 849727-72-6 ]
YieldReaction ConditionsOperation in experiment
71% Stage #1: 2-bromo-4-tert-butyl-1-iodobenzene With isopropylmagnesium bromide In tetrahydrofuran at -40℃; for 2h; Stage #2: 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane In tetrahydrofuran at -40 - 20℃;
  • 2
  • [ 103273-01-4 ]
  • [ 860435-39-8 ]
YieldReaction ConditionsOperation in experiment
92% General procedure: To a solution of 2-bromoaniline (5 g, 29 mmol) dissolved in CH3CN (80 mL) was added aq. HCl (15 mL conc. HCl in 50 mL water), then the mixture was cooled to 0 C, and it was added a solution of NaNO2 (2.4 g, 34.87 mmol) in water (50 mL). After addition, the reaction was kept at the temperature lower than 5 C for 30 min and it was added a solution of (7.23 g, 43.59 mmol) in water (50 mL). After addition, the reaction was kept at room temperature overnight, poured into water (300 mL) and extracted with CH2Cl2.The organic phase was dried over MgSO4. After workup, the brown oily product was distilled to afford a pale-yellow.
  • 3
  • [ 860435-39-8 ]
  • [ 860435-40-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: i-PrMgBr / tetrahydrofuran / 2 h / -40 °C 1.2: 71 percent / tetrahydrofuran / -40 - 20 °C 2.1: 86 percent / Pd(PPh3)4; CsF / tetrahydrofuran / 24 h / Heating 3.1: aq. HCl / ethanol / 1 h / Heating 4.1: aq. HCl; NaNO2 / 2 h / 10 °C 4.2: 2.41 g / aq. KI / 6.33 h
  • 4
  • [ 860435-39-8 ]
  • 2,2'-dibromo-4'-<i>tert</i>-butyl-biphenyl-4-ylamine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: i-PrMgBr / tetrahydrofuran / 2 h / -40 °C 1.2: 71 percent / tetrahydrofuran / -40 - 20 °C 2.1: 86 percent / Pd(PPh3)4; CsF / tetrahydrofuran / 24 h / Heating 3.1: aq. HCl / ethanol / 1 h / Heating
  • 5
  • [ 860435-39-8 ]
  • [ 849727-74-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: i-PrMgBr / tetrahydrofuran / 2 h / -40 °C 1.2: 71 percent / tetrahydrofuran / -40 - 20 °C 2.1: 86 percent / Pd(PPh3)4; CsF / tetrahydrofuran / 24 h / Heating 3.1: aq. HCl / ethanol / 1 h / Heating 4.1: aq. HCl; NaNO2 / 2 h / 10 °C 4.2: 2.41 g / aq. KI / 6.33 h 5.1: 83 percent / aq. Ba(OH)2; Pd(PPh3)4 / toluene / 12 h / Heating
  • 6
  • [ 860435-39-8 ]
  • [ 849727-73-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: i-PrMgBr / tetrahydrofuran / 2 h / -40 °C 1.2: 71 percent / tetrahydrofuran / -40 - 20 °C 2.1: 86 percent / Pd(PPh3)4; CsF / tetrahydrofuran / 24 h / Heating
  • 7
  • [ 860435-39-8 ]
  • [ 849727-75-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: i-PrMgBr / tetrahydrofuran / 2 h / -40 °C 1.2: 71 percent / tetrahydrofuran / -40 - 20 °C 2.1: 86 percent / Pd(PPh3)4; CsF / tetrahydrofuran / 24 h / Heating 3.1: aq. HCl / ethanol / 1 h / Heating 4.1: aq. HCl; NaNO2 / 2 h / 10 °C 4.2: 2.41 g / aq. KI / 6.33 h 5.1: 95 percent / Pd(PPh3)4 / toluene / 12 h / Heating
  • 8
  • [ 860435-39-8 ]
  • [ 860435-41-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: i-PrMgBr / tetrahydrofuran / 2 h / -40 °C 1.2: 71 percent / tetrahydrofuran / -40 - 20 °C 2.1: 86 percent / Pd(PPh3)4; CsF / tetrahydrofuran / 24 h / Heating 3.1: aq. HCl / ethanol / 1 h / Heating 4.1: aq. HCl; NaNO2 / 2 h / 10 °C 4.2: 2.41 g / aq. KI / 6.33 h 5.1: 68 percent / Pd(PPh3)4 / toluene / Heating
  • 9
  • [ 860435-39-8 ]
  • [ 849727-76-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: i-PrMgBr / tetrahydrofuran / 2 h / -40 °C 1.2: 71 percent / tetrahydrofuran / -40 - 20 °C 2.1: 86 percent / Pd(PPh3)4; CsF / tetrahydrofuran / 24 h / Heating 3.1: aq. HCl / ethanol / 1 h / Heating 4.1: aq. HCl; NaNO2 / 2 h / 10 °C 4.2: 2.41 g / aq. KI / 6.33 h 5.1: 79 percent / aq. Ba(OH)2; Pd(PPh3)4 / toluene / 12 h / Heating
  • 10
  • [ 860435-39-8 ]
  • 2,2'-di-tert-butyl-7,7'-bipyridin-2-yl-9,9'-spiro-9-silabifluorene [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 6 steps 1.1: i-PrMgBr / tetrahydrofuran / 2 h / -40 °C 1.2: 71 percent / tetrahydrofuran / -40 - 20 °C 2.1: 86 percent / Pd(PPh3)4; CsF / tetrahydrofuran / 24 h / Heating 3.1: aq. HCl / ethanol / 1 h / Heating 4.1: aq. HCl; NaNO2 / 2 h / 10 °C 4.2: 2.41 g / aq. KI / 6.33 h 5.1: 95 percent / Pd(PPh3)4 / toluene / 12 h / Heating 6.1: n-BuLi / diethyl ether; hexane / -78 - 20 °C 6.2: 68 percent / SiCl4 / diethyl ether; hexane / 4.5 h
  • 11
  • [ 860435-39-8 ]
  • 2,2'-di-tert-butyl-7,7'-biphenyl-9,9'-spiro-9-silabifluorene [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 6 steps 1.1: i-PrMgBr / tetrahydrofuran / 2 h / -40 °C 1.2: 71 percent / tetrahydrofuran / -40 - 20 °C 2.1: 86 percent / Pd(PPh3)4; CsF / tetrahydrofuran / 24 h / Heating 3.1: aq. HCl / ethanol / 1 h / Heating 4.1: aq. HCl; NaNO2 / 2 h / 10 °C 4.2: 2.41 g / aq. KI / 6.33 h 5.1: 83 percent / aq. Ba(OH)2; Pd(PPh3)4 / toluene / 12 h / Heating 6.1: n-BuLi / diethyl ether; hexane / -78 - 20 °C 6.2: 73 percent / SiCl4 / diethyl ether; hexane / 4.5 h
  • 12
  • [ 860435-39-8 ]
  • 2,2'-di-tert-butyl-7,7'-dibiphenyl-4-yl-9,9'-spiro-9-silabifluorene [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 6 steps 1.1: i-PrMgBr / tetrahydrofuran / 2 h / -40 °C 1.2: 71 percent / tetrahydrofuran / -40 - 20 °C 2.1: 86 percent / Pd(PPh3)4; CsF / tetrahydrofuran / 24 h / Heating 3.1: aq. HCl / ethanol / 1 h / Heating 4.1: aq. HCl; NaNO2 / 2 h / 10 °C 4.2: 2.41 g / aq. KI / 6.33 h 5.1: 79 percent / aq. Ba(OH)2; Pd(PPh3)4 / toluene / 12 h / Heating 6.1: n-BuLi / diethyl ether; hexane / -78 - 20 °C 6.2: 65 percent / SiCl4 / diethyl ether; hexane / 4.5 h
  • 13
  • [ 860435-39-8 ]
  • 2,2'-di-tert-butyl-7,7'-bis(2',2''-bipyridin-6-yl)-9,9'-spiro-9-silabifluorene [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 6 steps 1.1: i-PrMgBr / tetrahydrofuran / 2 h / -40 °C 1.2: 71 percent / tetrahydrofuran / -40 - 20 °C 2.1: 86 percent / Pd(PPh3)4; CsF / tetrahydrofuran / 24 h / Heating 3.1: aq. HCl / ethanol / 1 h / Heating 4.1: aq. HCl; NaNO2 / 2 h / 10 °C 4.2: 2.41 g / aq. KI / 6.33 h 5.1: 68 percent / Pd(PPh3)4 / toluene / Heating 6.1: n-BuLi / diethyl ether; hexane / -78 - 20 °C 6.2: 1 percent / SiCl4 / diethyl ether; hexane / 4.5 h
  • 14
  • [ 769-92-6 ]
  • [ 860435-39-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: 64 percent / Bu4NBr3 / dimethylformamide; H2O / 0.17 h / 0 - 5 °C 2.1: aq. H2SO4; NaNO2 / 2 h / 10 °C 2.2: 79 percent / aq. KI / 6.33 h
Multi-step reaction with 2 steps 1.1: NBS / N,N-dimethyl-formamide / 18.5 h / 0 - 20 °C / Darkness 2.1: hydrogenchloride; NaNO2 / acetonitrile; water monomer / 0.5 h / 0 - 5 °C 2.2: 20 °C
Multi-step reaction with 2 steps 1.1: NBS / dichloromethane / 4 h / 0 - 20 °C 2.1: sulfuric acid; NaNO2 / water monomer / 2 h / 0 °C 2.2: 6 h / 0 - 20 °C
Multi-step reaction with 2 steps 1: NBS / dichloromethane / 4 h / 0 - 20 °C 2: sulfuric acid; NaNO2 / water monomer / 2 h / 0 °C
Multi-step reaction with 2 steps 1.1: NBS / dichloromethane / 4 h / 0 - 20 °C 2.1: NaNO2; sulfuric acid / water monomer / 2 h / 0 °C 2.2: 6 h / 0 - 20 °C
Multi-step reaction with 2 steps 1.1: NBS / dichloromethane / 4 h / 0 °C 2.1: sulfuric acid; NaNO2 / water monomer / 2 h / 0 °C 2.2: 6 h / 0 °C

  • 15
  • [ 860435-39-8 ]
  • [ 1175710-68-5 ]
  • [(2'-bromo-4'-tert-butylbiphenyl-2-yl)ethynyl]trimethylsilane [ No CAS ]
YieldReaction ConditionsOperation in experiment
61% With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene at 20 - 80℃; for 10h; Inert atmosphere;
  • 16
  • [ 860435-39-8 ]
  • [ 1325730-05-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride / diethylamine / 0 - 20 °C / Inert atmosphere 2: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / ethanol; water; toluene / 24 h / 80 °C / Inert atmosphere
  • 17
  • [ 860435-39-8 ]
  • [ 1325730-10-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride / diethylamine / 0 - 20 °C / Inert atmosphere 2: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / ethanol; water; toluene / 24 h / 80 °C / Inert atmosphere 3: Iodine monochloride / dichloromethane / 3 h / -78 °C / Inert atmosphere
  • 18
  • [ 860435-39-8 ]
  • [ 1325730-06-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride / diethylamine / 0 - 20 °C / Inert atmosphere 2: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / ethanol; water; toluene / 24 h / 80 °C / Inert atmosphere
  • 19
  • [ 860435-39-8 ]
  • [ 1325730-13-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride / diethylamine / 0 - 20 °C / Inert atmosphere 2: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / ethanol; water; toluene / 24 h / 80 °C / Inert atmosphere 3: Iodine monochloride / dichloromethane / 3 h / -78 °C / Inert atmosphere 4: trans-bis(triphenylphosphine)palladium dichloride; sodium carbonate / N,N-dimethyl acetamide / 12 h / 110 °C / Inert atmosphere 5: N-Bromosuccinimide / chloroform; N,N-dimethyl-formamide / 6 h / 50 °C
  • 20
  • [ 860435-39-8 ]
  • [ 1325730-03-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride / diethylamine / 0 - 20 °C / Inert atmosphere 2: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / ethanol; water; toluene / 24 h / 80 °C / Inert atmosphere
  • 21
  • [ 860435-39-8 ]
  • [ 1325730-14-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 7 steps 1: copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride / diethylamine / 0 - 20 °C / Inert atmosphere 2: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / ethanol; water; toluene / 24 h / 80 °C / Inert atmosphere 3: Iodine monochloride / dichloromethane / 3 h / -78 °C / Inert atmosphere 4: trans-bis(triphenylphosphine)palladium dichloride; sodium carbonate / N,N-dimethyl acetamide / 12 h / 110 °C / Inert atmosphere 5: N-Bromosuccinimide / chloroform; N,N-dimethyl-formamide / 6 h / 50 °C 6: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / ethanol; water; toluene / 24 h / 80 °C / Inert atmosphere 7: potassium carbonate / methanol; dichloromethane / 3 h / Inert atmosphere
  • 22
  • [ 860435-39-8 ]
  • [ 1325730-23-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 8 steps 1: copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride / diethylamine / 0 - 20 °C / Inert atmosphere 2: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / ethanol; water; toluene / 24 h / 80 °C / Inert atmosphere 3: Iodine monochloride / dichloromethane / 3 h / -78 °C / Inert atmosphere 4: trans-bis(triphenylphosphine)palladium dichloride; sodium carbonate / N,N-dimethyl acetamide / 12 h / 110 °C / Inert atmosphere 5: N-Bromosuccinimide / chloroform; N,N-dimethyl-formamide / 6 h / 50 °C 6: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / ethanol; water; toluene / 24 h / 80 °C / Inert atmosphere 7: potassium carbonate / methanol; dichloromethane / 3 h / Inert atmosphere 8: platinum(II) chloride / toluene / 24.08 h / 25 - 70 °C / Inert atmosphere
  • 23
  • [ 860435-39-8 ]
  • [ 1325730-19-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 9 steps 1: copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride / diethylamine / 0 - 20 °C / Inert atmosphere 2: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / ethanol; water; toluene / 24 h / 80 °C / Inert atmosphere 3: Iodine monochloride / dichloromethane / 3 h / -78 °C / Inert atmosphere 4: trans-bis(triphenylphosphine)palladium dichloride; sodium carbonate / N,N-dimethyl acetamide / 12 h / 110 °C / Inert atmosphere 5: N-Bromosuccinimide / chloroform; N,N-dimethyl-formamide / 6 h / 50 °C 6: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / ethanol; water; toluene / 24 h / 80 °C / Inert atmosphere 7: potassium carbonate / methanol; dichloromethane / 3 h / Inert atmosphere 8: platinum(II) chloride / toluene / 24.08 h / 25 - 70 °C / Inert atmosphere 9: trifluorormethanesulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 8 h / 0 °C / Inert atmosphere
  • 24
  • [ 860435-39-8 ]
  • [ 1325730-07-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride / diethylamine / 0 - 20 °C / Inert atmosphere 2: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / ethanol; water; toluene / 24 h / 80 °C / Inert atmosphere 3: Iodine monochloride / dichloromethane / 3 h / -78 °C / Inert atmosphere
  • 25
  • [ 860435-39-8 ]
  • [ 1325730-08-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride / diethylamine / 0 - 20 °C / Inert atmosphere 2: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / ethanol; water; toluene / 24 h / 80 °C / Inert atmosphere 3: Iodine monochloride / dichloromethane / 3 h / -78 °C / Inert atmosphere 4: trans-bis(triphenylphosphine)palladium dichloride; sodium carbonate / N,N-dimethyl acetamide / 12 h / 110 °C / Inert atmosphere
  • 26
  • [ 860435-39-8 ]
  • C72H76Si2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 6 steps 1: copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride / diethylamine / 0 - 20 °C / Inert atmosphere 2: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / ethanol; water; toluene / 24 h / 80 °C / Inert atmosphere 3: Iodine monochloride / dichloromethane / 3 h / -78 °C / Inert atmosphere 4: trans-bis(triphenylphosphine)palladium dichloride; sodium carbonate / N,N-dimethyl acetamide / 12 h / 110 °C / Inert atmosphere 5: N-Bromosuccinimide / chloroform; N,N-dimethyl-formamide / 6 h / 50 °C 6: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / ethanol; water; toluene / 24 h / 80 °C / Inert atmosphere
  • 27
  • [ 860435-39-8 ]
  • [ 1325730-15-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride / diethylamine / 0 - 20 °C / Inert atmosphere 2: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / ethanol; water; toluene / 24 h / 80 °C / Inert atmosphere 3: Iodine monochloride / dichloromethane / 3 h / -78 °C / Inert atmosphere 4: trans-bis(triphenylphosphine)palladium dichloride; sodium carbonate / N,N-dimethyl acetamide / 12 h / 110 °C / Inert atmosphere 5: trifluorormethanesulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 5 h / 0 °C / Inert atmosphere
  • 28
  • [ 860435-39-8 ]
  • [ 1325730-04-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride / diethylamine / 0 - 20 °C / Inert atmosphere 2: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / ethanol; water; toluene / 24 h / 80 °C / Inert atmosphere
  • 29
  • [ 860435-39-8 ]
  • [ 1325730-09-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride / diethylamine / 0 - 20 °C / Inert atmosphere 2: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / ethanol; water; toluene / 24 h / 80 °C / Inert atmosphere 3: Iodine monochloride / dichloromethane / 3 h / -78 °C / Inert atmosphere
  • 30
  • [ 860435-39-8 ]
  • [ 1325730-25-3 ]
  • [ 1325730-26-4 ]
YieldReaction ConditionsOperation in experiment
88% With copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride In diethylamine at 0 - 20℃; Inert atmosphere;
  • 31
  • [ 860435-39-8 ]
  • [ 37500-95-1 ]
  • [ 1399743-55-5 ]
YieldReaction ConditionsOperation in experiment
26% With copper(l) iodide; potassium carbonate In N,N-dimethyl acetamide at 130℃; for 48h; Inert atmosphere; 1) General procedure for Ullmann Coupling of different N-(2-bromoaryl)carbazole General procedure: A mixture of carbazole(1.67 g, 10 mmol), 2-bromoiodobenzene (4.2 g, 15 mmol), K2CO3 (2.76 g, 20 mmol), CuI (0.95 g, 5 mmol) and DMA (100 mL) in a 250 mL three-necked flask was heated at 130 °C for 48 h under nitrogen. After cooling, it was poured into water (200 mL) and extracted with CH2Cl2, the combined organic phase was washed with water and dried over MgSO4. After workup, the crude product was isolated by column chromatography (PE) to afford white powder.
  • 32
  • [ 860435-39-8 ]
  • [ 37500-95-1 ]
  • [ 1399743-57-7 ]
YieldReaction ConditionsOperation in experiment
36% With copper(l) iodide; potassium carbonate In N,N-dimethyl acetamide at 130℃; for 48h; Inert atmosphere; 1) General procedure for Ullmann Coupling of different N-(2-bromoaryl)carbazole General procedure: A mixture of carbazole(1.67 g, 10 mmol), 2-bromoiodobenzene (4.2 g, 15 mmol), K2CO3 (2.76 g, 20 mmol), CuI (0.95 g, 5 mmol) and DMA (100 mL) in a 250 mL three-necked flask was heated at 130 °C for 48 h under nitrogen. After cooling, it was poured into water (200 mL) and extracted with CH2Cl2, the combined organic phase was washed with water and dried over MgSO4. After workup, the crude product was isolated by column chromatography (PE) to afford white powder.
  • 33
  • [ 860435-39-8 ]
  • [ 1066-54-2 ]
  • [ 1322594-78-4 ]
YieldReaction ConditionsOperation in experiment
53% With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran for 6h;
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine at 20℃; for 1h; Inert atmosphere;
  • 34
  • [ 860435-39-8 ]
  • [ 98-80-6 ]
  • [ 70729-01-0 ]
YieldReaction ConditionsOperation in experiment
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In 1,2-dimethoxyethane; water at 80℃; for 5h; Inert atmosphere;
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In 1,2-dimethoxyethane; water at 80℃; for 5h;
  • 35
  • [ 860435-39-8 ]
  • [ 932-31-0 ]
  • C24H26BrOP [ No CAS ]
YieldReaction ConditionsOperation in experiment
73% Stage #1: 2-bromo-4-tert-butyl-1-iodobenzene With isopropylmagnesium chloride In tetrahydrofuran at -40℃; for 1h; Stage #2: With phosphorus trichloride In tetrahydrofuran at -40 - 20℃; Stage #3: ortho-tolylmagnesium bromide Further stages; 2. General Procedure for the Synthesis of Ortho-bromoarylphosphineOxide General procedure: To a stirred solution of o-bromoiodobenzene (1.3 ml, 10 mmol) in THF (10 ml) wasadded dropwise a solution of i-propylmagnesium chloride (2.0 M in THF, 5 ml, 10mmol) at -40 °C. After 1 h, PCl3 (0.9 mL, 10 mmol) was added and stirred for 40 minat the same temperature. The mixture was then allowed to stand at room temperaturefor 12 h and cooled at -40 °C again. A solution of proper arylmagnesium bromide (1.0M in THF, 22 ml, 22 mmol) was added dropwise. After 1 h, the resulting mixture wasthen stirred at room temperature overnight. Saturated aqueous solution of ammoniumchloride was added and the reaction mixture was extracted with Et2O three times. Thecombined organic layer was washed with water and brine and dried over magnesiumsulfate. The solvent was then evaporated in vacuo and the residue was purified bysilica gel column chromatography with hexane as eluent to afford the correspondingphosphines. After oxidation by H2O2 in acetone, the crude products were purified byusing flash chromatography with ethyl acetate as eluent, giving the pure products.Compounds 1d, 1e, 1f, 1l has been reported in our previous work.
  • 36
  • [ 860435-39-8 ]
  • [ 621-23-8 ]
  • [ 104-15-4 ]
  • C7H7O3S(1-)*C19H23BrIO3(1+) [ No CAS ]
YieldReaction ConditionsOperation in experiment
52% Stage #1: 2-bromo-4-tert-butyl-1-iodobenzene; toluene-4-sulfonic acid With 3-chloro-benzenecarboperoxoic acid In dichloromethane; 2,2,2-trifluoroethanol at -15 - 40℃; Inert atmosphere; Schlenk technique; Stage #2: 1,2,3-trimethoxybenzene In dichloromethane; 2,2,2-trifluoroethanol at -15℃; for 0.0833333h; Schlenk technique; Inert atmosphere;
  • 37
  • [ 860435-39-8 ]
  • C14H14BF9O3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane; 2,2,2-trifluoroethanol / -15 - 40 °C / Inert atmosphere; Schlenk technique 1.2: 0.08 h / -15 °C / Schlenk technique; Inert atmosphere 2.1: cesium fluoride / toluene / 12 h / 120 °C / Schlenk technique; Inert atmosphere 3.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C / Inert atmosphere; Schlenk technique 3.2: Schlenk technique; Inert atmosphere 3.3: 1 h / 20 °C / Schlenk technique; Inert atmosphere
  • 38
  • [ 860435-39-8 ]
  • C14H12BrF9O [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane; 2,2,2-trifluoroethanol / -15 - 40 °C / Inert atmosphere; Schlenk technique 1.2: 0.08 h / -15 °C / Schlenk technique; Inert atmosphere 2.1: cesium fluoride / toluene / 12 h / 120 °C / Schlenk technique; Inert atmosphere
  • 39
  • [ 860435-39-8 ]
  • [ 769-92-6 ]
  • [ 1457935-55-5 ]
YieldReaction ConditionsOperation in experiment
59.7% With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene for 24h; Inert atmosphere; Reflux; 1 (1) In a 250 ml three-necked flask, add 0.01 mol of raw material F1, 0.012 mol of raw material G1, and 150 ml of toluene under nitrogen protection, then add 0.03 mol of sodium tert-butoxide, 1 × 10-4 mol of Pd2 (dba) 3 , 1 × 10-4mol of tri-tert-butyl phosphorus, heated under reflux for 24 hours, the sampling point plate showed no raw material F1 remaining, the reaction was complete; naturally cooled to room temperature, filtered, and the filtrate was subjected to reduced pressure rotary evaporation (-0.09MPa, 85 ° C ), Purified through a neutral silica gel column to obtain intermediate J1, with HPLC purity of 98.7% and yield of 59.7%
  • 40
  • [ 860435-39-8 ]
  • C34H36N2O [ No CAS ]
  • C44H47BrN2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
67.1% With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In toluene for 5h; Reflux; 5.5-5 Intermediate 1-d was synthesized according to Reaction Formula 4 General procedure: 20 g (98 mmol) in a 250 mL reactor, 18.4 g (98 mmol), palladium acetate 0.5 g (2 mmol),Sodium tert-butoxide 18.9 g (196 mmol),0.8 g (4 mmol) of tri-tert-butylphosphine,200 mL of toluene was added, and the mixture was stirred under reflux for 5 hours.After completion of the reaction, the mixture was filtered and the filtrate was concentrated and separated by column chromatography to obtain 22 g.Intermediate 1-d (75% yield)
  • 41
  • [ 860435-39-8 ]
  • [ 123324-71-0 ]
  • [ 70728-89-1 ]
YieldReaction ConditionsOperation in experiment
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In 1,2-dimethoxyethane; water at 80℃; for 5h;
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; benzene at 100℃;
  • 42
  • [ 860435-39-8 ]
  • [ 4612-26-4 ]
  • 2,2''-dibromo-4,4''-di-tert-butyl-1,1':4',1''-terphenyl [ No CAS ]
YieldReaction ConditionsOperation in experiment
32% With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium hydrogencarbonate In water; dimethyl sulfoxide at 55℃; for 72h; Inert atmosphere;
  • 43
  • [ 860435-39-8 ]
  • C35H44N2 [ No CAS ]
  • C45H55BrN2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
78% With palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate at 110℃; for 20h; Inert atmosphere; 1.2 (2) Under the protection of nitrogen, the intermediate C-1 (120mmol), reactant D-1 (120mmol), palladium acetate (7.5mmol),Sodium tert-butoxide (240mmol), bis(diphenylphosphino)-1,1'-binap (BINAP) (7.5mmol) and toluene were added to the reaction flask.The temperature was raised to 110°C, and the reaction was refluxed for 20 hours.After the reaction is detected by TLC, filter with diatomaceous earth while it is hot to remove the salt and catalyst, and cool the filtrate to room temperature.Then add distilled water to the filtrate for washing. After separation, the organic phase is retained, and the solvent is removed using a rotary evaporator.It was recrystallized in toluene, filtered, the filter cake was rinsed with petroleum ether, and dried in an oven at 80° C. for 9 hours to obtain intermediate E-1 (65.8 g, yield: 78%)
  • 44
  • [ 860435-39-8 ]
  • [ 89343-06-6 ]
  • 3-bromo-4-[(triisopropylsilyl)ethynyl]-tert-butylbenzene [ No CAS ]
YieldReaction ConditionsOperation in experiment
93% With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran at 20℃;
  • 45
  • [ 860435-39-8 ]
  • (2,7-di-tert-butyl-10-(trifluoromethyl)-9,10-dihydrophenanthren-9-yl)(p-tolyl)methanone [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / benzene; ethanol; water / 100 °C 2.1: n-butyllithium / tetrahydrofuran / 2 h / -78 °C 2.2: 10 h / -78 - 20 °C 2.3: 20 °C / pH 6 - 7 3.1: [(η5-1,3,4-tBu2(tBuCH2))(C5H2)RhI2]2; silver(I) acetate; silver(l) oxide / ethyl acetate / 12 h / 80 °C
  • 46
  • [ 860435-39-8 ]
  • C31H31(2)H2F3O [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / benzene; ethanol; water / 100 °C 2.1: n-butyllithium / tetrahydrofuran / 2 h / -78 °C 2.2: 10 h / -78 - 20 °C 2.3: 20 °C / pH 6 - 7 3.1: [(η5-1,3,4-tBu2(tBuCH2))(C5H2)RhI2]2; silver(I) acetate; silver(l) oxide; water-d2 / ethyl acetate / 12 h / 80 °C
  • 47
  • [ 860435-39-8 ]
  • 3,9-di-tert-butyl-6,7-diphenyl-5H-dibenzo[a,c][7]annulen-5-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / benzene; ethanol; water / 100 °C 2.1: n-butyllithium / tetrahydrofuran / 2 h / -78 °C 2.2: 10 h / -78 - 20 °C 2.3: 20 °C / pH 6 - 7 3.1: silver(I) acetate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer / ethyl acetate / 12 h / 60 °C
  • 48
  • [ 860435-39-8 ]
  • [ 1252935-66-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / benzene; ethanol; water / 100 °C 2.1: n-butyllithium / tetrahydrofuran / 2 h / -78 °C 2.2: 10 h / -78 - 20 °C 2.3: 20 °C / pH 6 - 7
  • 49
  • [ 860435-39-8 ]
  • C34H36N2S [ No CAS ]
  • C44H47BrN2S [ No CAS ]
YieldReaction ConditionsOperation in experiment
67% With tri-tert-butyl phosphine; palladium diacetate; sodium tertiary butoxide In toluene for 5h; Reflux; 6-5 Synthesis Example 6-4. Synthesis of
  • 50
  • [ 860435-39-8 ]
  • [ 109005-10-9 ]
  • C44H37Br2N3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
12% With copper (I) iodide; copper atom; potassium carbonate In 1,2-dichloro-benzene at 220℃; for 50h; Inert atmosphere; 2.2.1 2.1 Under argon atmosphere, in a 100mL two-necked flask, weigh m-1 (3.45g, 10mmol), 4-tert-butyl-2-bromoiodobenzene (16.9g, 50mmol), cuprous iodide, (190mg, 1mmol), copper powder (2.5g, 40mmol) and potassium carbonate (5.5g, 40mmol), add 50mL of o-dichlorobenzene (o-DCB), warm up to 220°C, stir under argon protection for 50 hours, and then cool to At room temperature, dichloromethane and water were added for extraction, the organic phase was separated, dried by adding anhydrous sodium sulfate, the solvent was removed from the organic phase obtained by filtration, and the product m-6 (900 mg, yield: 12%) was obtained by column separation.
  • 51
  • [ 860435-39-8 ]
  • [ 109005-10-9 ]
  • [ 2895433-70-0 ]
YieldReaction ConditionsOperation in experiment
18 % With copper(l) iodide; copper; potassium carbonate In 1,2-dichloro-benzene at 220℃; Inert atmosphere; 23.23.1 23.1 Under argon atmosphere, weigh m-1 (3.45g, 10mmol), 4-tert-butyl-2-bromoiodobenzene (16.9g, 50mmol), cuprous iodide (190mg, 1mmol) in a 100mL two-necked flask ), copper powder (2.5g, 40mmol) and potassium carbonate (5.5g, 40mmol), add 50mL o-dichlorobenzene (o-DCB), heat up to 220 ° C, stir for 50 hours under the protection of argon, then cool to room temperature , added dichloromethane and water for extraction, separated the organic phase, added anhydrous sodium sulfate to dry, filtered the obtained organic phase to remove the solvent, and separated by column to obtain the product m-80 (990 mg, yield: 18%).
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 860435-39-8 ]

Aryls

Chemical Structure| 172368-00-2

[ 172368-00-2 ]

1,3-Dibromo-5-(tert-butyl)-2-iodobenzene

Similarity: 0.97

Chemical Structure| 1000578-18-6

[ 1000578-18-6 ]

3-Bromo-4-iodoisopropylbenzene

Similarity: 0.97

Chemical Structure| 186772-43-0

[ 186772-43-0 ]

1-Bromo-3-(tert-butyl)-5-iodobenzene

Similarity: 0.89

Chemical Structure| 1369835-70-0

[ 1369835-70-0 ]

1-Bromo-3-iodo-5-isopropylbenzene

Similarity: 0.86

Bromides

Chemical Structure| 172368-00-2

[ 172368-00-2 ]

1,3-Dibromo-5-(tert-butyl)-2-iodobenzene

Similarity: 0.97

Chemical Structure| 1000578-18-6

[ 1000578-18-6 ]

3-Bromo-4-iodoisopropylbenzene

Similarity: 0.97

Chemical Structure| 186772-43-0

[ 186772-43-0 ]

1-Bromo-3-(tert-butyl)-5-iodobenzene

Similarity: 0.89

Chemical Structure| 1369835-70-0

[ 1369835-70-0 ]

1-Bromo-3-iodo-5-isopropylbenzene

Similarity: 0.86

Iodides

Chemical Structure| 172368-00-2

[ 172368-00-2 ]

1,3-Dibromo-5-(tert-butyl)-2-iodobenzene

Similarity: 0.97

Chemical Structure| 1000578-18-6

[ 1000578-18-6 ]

3-Bromo-4-iodoisopropylbenzene

Similarity: 0.97

Chemical Structure| 186772-43-0

[ 186772-43-0 ]

1-Bromo-3-(tert-butyl)-5-iodobenzene

Similarity: 0.89

Chemical Structure| 1369835-70-0

[ 1369835-70-0 ]

1-Bromo-3-iodo-5-isopropylbenzene

Similarity: 0.86