Issue 12, 2012

Synthesis of substituted amines and isoindolinones: catalytic reductive amination using abundantly available AlCl3/PMHS

Abstract

AlCl3 has been employed for highly chemoselective reductive amination of carbonyl compounds in ethanol using polymethylhydrosiloxane as an inexpensive, stable and safe reducing agent without an inert atmosphere. A large range of functional groups such as nitro, carboxylic acid, acetyl, nitrile, halogen, methoxy, alkene and heterocycles were well tolerated. AlCl3 also catalyzed tandem amination–amidation of 2-carboxybenzaldehyde with different amines to afford N-substituted isoindolinones. The catalyst can be recycled at least three times without any significant effect on activity and selectivity.

Graphical abstract: Synthesis of substituted amines and isoindolinones: catalytic reductive amination using abundantly available AlCl3/PMHS

Supplementary files

Article information

Article type
Paper
Submitted
17 Aug 2012
Accepted
09 Oct 2012
First published
11 Oct 2012

Green Chem., 2012,14, 3410-3414

Synthesis of substituted amines and isoindolinones: catalytic reductive amination using abundantly available AlCl3/PMHS

V. Kumar, S. Sharma, U. Sharma, B. Singh and N. Kumar, Green Chem., 2012, 14, 3410 DOI: 10.1039/C2GC36305D

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