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Classical‐Reaction‐Driven Stereo‐ and Regioselective C(sp 3 )–H Functionalization of Aliphatic Amines
Author(s) -
Mahato Sujit,
Jana Chandan K.
Publication year - 2016
Publication title -
the chemical record
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.61
H-Index - 78
eISSN - 1528-0691
pISSN - 1527-8999
DOI - 10.1002/tcr.201600001
Subject(s) - surface modification , regioselectivity , reagent , chemistry , isomerization , condensation , combinatorial chemistry , condensation reaction , catalysis , organic chemistry , physics , thermodynamics
A large variety of synthetic methods have been developed for the synthesis of functionalized aliphatic amines because of their broad spectrum of application. Metallic reagents/catalysts and/or toxic oxidants are involved in most of the cases. Direct CH functionalization of aliphatic amines via their classical condensation reactions with suitable carbonyl compounds is advantageous because this method avoids hazardous metallic reagents, toxic oxidants and pre‐activation/pre‐functionalization step(s). In this account, the concept of direct CH functionalization of aliphatic amines based on the classical condensation–isomerization–addition (CIA) strategy followed by recent contributions from our ongoing research in the field along with relevant examples from other groups are described. Successes in stereo‐ and regioselective CC and CO bond formation via direct α‐ as well as β‐C(sp 3 )–H functionalization are discussed.