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tert-butyl 7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indoline-1-carboxylate[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
75%
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate; In 1,4-dioxane; at 100℃; for 6.0h;
tert-butyl 7-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)indoline-l- carboxylate (2): A solution of tert-butyl 7-bromoindoline-l -carboxylate (300 mg, 1.0 mmol) in 1,4-dioxane (6.0 rnL) was treated with bis-pinacolatodiborane (307 mg, 1.2 mmol), potassium acetate (297 mg, 3.0 mmol), and [1,1'- bis(diphenylphosphino)ferrocene]dichloropalladium(II) complex with dichloromethane (41 mg, 0.05 mmol) at 100 °C for 6 h. After completion of the reaction, the solvent was removed under reduced pressure. The resulting residue was diluted with ethyl acetate and filtered through celite. The filtrate was concentrated under reduced pressure and the residue obtained purified by silica gel column chromatography to afford 2 (260 mg, 75percent) as a pale yellow liquid. MS m/z (M+H): 346.2.
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