General Preparation of Primary, Secondary, and Tertiary Aryl Amines by the Oxidative Coupling of Polyfunctional Aryl and Heteroaryl Amidocuprates

General Preparation of Primary, Secondary, and Tertiary Aryl Amines by the Oxidative Coupling of Polyfunctional Aryl and Heteroaryl Amidocuprates

A tolerant reaction: Functionalized tertiary amines have been prepared by the oxidative coupling of amidocuprates with chloranil used as the oxidant (see Scheme). A high tolerance of functional groups and insensitivity to steric hindrance characterize this general amination reaction.

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Bibliographische Detailangaben
Veröffentlicht in:Angewandte Chemie International Edition 2006-11, Vol.45 (46), p.7838-7842
Hauptverfasser: del Amo, Vicente, Dubbaka, Srinivas Reddy, Krasovskiy, Arkady, Knochel, Paul
Format: Artikel
Sprache:eng
Schlagworte:
Amination
amines
Amines - chemical synthesis
Amines - chemistry
Benzene Derivatives - chemical synthesis
Benzene Derivatives - chemistry
Copper - chemistry
cuprates
CN bond formation
Grignard reagents
Molecular Structure
Organometallic Compounds - chemistry
Oxidation-Reduction
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Beschreibung
Zusammenfassung:A tolerant reaction: Functionalized tertiary amines have been prepared by the oxidative coupling of amidocuprates with chloranil used as the oxidant (see Scheme). A high tolerance of functional groups and insensitivity to steric hindrance characterize this general amination reaction.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200603089