Synlett 2016; 27(13): 1893-1897
DOI: 10.1055/s-0035-1561863
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© Georg Thieme Verlag Stuttgart · New York

Cα–H Oxidations of Amines to Amides: Expanding Mechanistic Understanding and Amine Scope through Catalyst Development

Christopher J. Legacy
Department of Chemistry and Biochemistry, Worcester Polytechnic Institute, 100 Institute Road, Worcester, MA 01609, USA   Email: cjlegacy@wpi.edu   Email: mhemmert@wpi.edu
,
Marion H. Emmert*
Department of Chemistry and Biochemistry, Worcester Polytechnic Institute, 100 Institute Road, Worcester, MA 01609, USA   Email: cjlegacy@wpi.edu   Email: mhemmert@wpi.edu
› Author Affiliations
Further Information

Publication History

Received: 21 March 2016

Accepted after revision: 21 April 2016

Publication Date:
13 May 2016 (online)

Abstract

This highlight provides a general overview of Cα–H oxidations of amines to form amides. Initial as well as recent examples are reviewed with a particular focus on existing challenges regarding substrate scope and reaction conditions. Finally, one very recently established catalyst system is described in detail which achieves the iron-catalyzed, Cα–H oxidation of amines under mild conditions.

1 Introduction

2 First C–H Oxygenations

3 State of the Art: Oxidations of Primary, Secondary, Cyclic, Benzylic, and Aromatic Amines

4 General Iron-Catalyzed C–H Oxidations under Mild Conditions

5 Conclusions

 
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