Transamidation of Primary Amides with Amines Using Hydroxylamine Hydrochloride as an Inorganic Catalyst

Transamidation of Primary Amides with Amines Using Hydroxylamine Hydrochloride as an Inorganic Catalyst

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...

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Veröffentlicht in:Angewandte Chemie International Edition 2012-02, Vol.51 (6), p.1383-1386
Hauptverfasser: Allen, C. Liana, Atkinson, Benjamin N., Williams, Jonathan M. J.
Format: Artikel
Sprache:eng
Schlagworte:
Activation
Amides
Amides - chemical synthesis
Amides - chemistry
Amines
Amines - chemistry
Catalysis
Catalysts
Hydrochlorides
Hydroxylamine - chemistry
hydroxylamines
Magnetic Resonance Spectroscopy
metal-free catalysis
primary amides
transamidation
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Beschreibung
Zusammenfassung: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.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201107348