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Transamidation of Primary Amides with Amines Using Hydroxylamine Hydrochloride as an Inorganic Catalyst
Author(s) -
Allen C. Liana,
Atkinson Benjamin N.,
Williams Jonathan M. J.
Publication year - 2012
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201107348
Subject(s) - primary (astronomy) , amide , hydroxylamine , catalysis , hydroxylamine hydrochloride , chemistry , hydrochloride , organic chemistry , combinatorial chemistry , physics , astronomy
Metal‐free catalysis : A method for the transamidation of primary amides with primary or secondary amines provides access to secondary and tertiary amides, by utilizing catalytic quantities of hydroxylamine hydrochloride to activate the chemically robust primary amide group (see scheme). A mechanism of primary amide activation through a hydrogen‐bonding complex is proposed.