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Synthesis 2011(24): 3954-3964  
DOI: 10.1055/s-0031-1289581
REVIEW
© Georg Thieme Verlag Stuttgart ˙ New York

Developments in Transition-Metal-Catalyzed Reactions Using Electrophilic Nitrogen Sources

Timothy J. Barker, Elizabeth R. Jarvo*
Natural Sciences I 4114, Department of Chemistry, University of California, Irvine, CA 92697, USA
Fax: +1(949)8248571; e-Mail: erjarvo@uci.edu;
Further Information

Publication History

Received 30 June 2011
Publication Date:
27 October 2011 (online)

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Abstract

The importance of forming C-N bonds has spurred the development of reactions using electrophilic nitrogen reagents. Recently transition-metal catalysts have been developed for use with electrophilic nitrogen sources, resulting in a number of useful C-N bond-forming reactions. This review article summarizes recent progress in this field.

1 Introduction

2 Early Developments Using Electrophilic Nitrogen Sources

3 Reactions of O-Substituted Oximes

4 Copper-Catalyzed Reactions of O-Acylhydroxylamine Derivatives­

5 Reactions of N-Chloroamines and N-Chloroamides

6 Intermolecular Electrophilic Amination of Alkenes

7 Direct C-H Amination with Electrophilic Amination Reagents­

8 Conclusions

Key words

amination - electrophilic nitrogen source - transition-metal catalyst - oxime - N-chloroamine

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