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Chemical Structure| 138350-92-2 Chemical Structure| 138350-92-2

Structure of 138350-92-2

Chemical Structure| 138350-92-2

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Product Citations

Product Citations

Wang, Feijun ; Frankowski, Kevin J. ;

Abstract: We developed an electrochemical carboamidation sequence that affords either cyclic β-amidoamine products via direct functionalization or linear hydroxybisamide products via a ring opening pathway. The reaction pathway was dependent on the nature of the N-acyl activating group, with carbamate groups favoring direct isocyanide addition to the N-acyliminium ion intermediate and the benzoyl activating group favoring the ring opening–functionalization pathway. Both protocols are one-pot reaction sequences, have general applicability, and lead to peptide-like products of greatly increased molecular complexity.

Alternative Products

Product Details of [ 138350-92-2 ]

CAS No. :138350-92-2
Formula : C14H19NO2
M.W : 233.31
SMILES Code : O=C(OC(C)(C)C)N1CCC2=CC=CC=C2C1

Safety of [ 138350-92-2 ]

Application In Synthesis of [ 138350-92-2 ]

* 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 [ 138350-92-2 ]

[ 138350-92-2 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 1700-31-8 ]
  • [ 138350-92-2 ]
  • [ 1316258-68-0 ]
  • 2
  • [ 55577-25-8 ]
  • [ 138350-92-2 ]
  • 1,1-dimethylethyl 1-(2-(4-methylphenyl)-1H-indol-3-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
20% With tert.-butylhydroperoxide; ferric nitrate; In decane; at 0 - 50℃; for 48h; General procedure: A mixture of N-Boc-THIQ 9 (200 mg, 0.858 mmol, 1.0 equiv.), catalyst (Cu(NO3)2 x 3H2O: 10.4 mg, 42.9 μmol, 0.05 equiv.; FeCl3: 7.0 mg, 42.9 μmol, 0.05 equiv.), and 2-arylindole 3 (1.03 mmol, 1.2 equiv.) were placed into a 5 mL glass vial. Then, tBHP (223 μL, 1.12 mmol in decane) was added dropwise at 0 C. The reaction mixture was capped and stirred for 10 minutes, keeping the temperature constant using a cryostat. Then the reaction mixture was slowly heated to 50 C and stirred for 48 hours. The reaction mixture was cooled to room temperature, diluted with DCM and directly subjected to column chromatography using PE:EtOAc =100:0 0:40 (60 minutes) to afford the desired products 6a-c.
  • 3
  • [ 82104-74-3 ]
  • [ 138350-92-2 ]
  • tert-butyl-1-(1-oxo-1,3-dihydroisobenzofuran-5-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate [ No CAS ]
  • 4
  • [ 55984-93-5 ]
  • [ 138350-92-2 ]
  • tert-butyl 1-(4-cyano-3-methylphenyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate [ No CAS ]
 

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