CC BY-ND-NC 4.0 · Synthesis 2019; 51(01): 178-184
DOI: 10.1055/s-0037-1611358
short review
Copyright with the author

α-Arylation of Amides from α-Halo Amides Using Metal-Catalyzed Cross-Coupling Reactions

E. Barde
,
Laboratoire de Chimie Organique, Institute of Chemistry, Biology and Innovation (CBI)-UMR 8231, ESPCI Paris, CNRS, PSL Research University, 10 rue Vauquelin, 75231 Paris Cedex 05, France   Email: amandine.guerinot@espci.fr   Email: janine.cossy@espci.fr
,
J. Cossy  *
Laboratoire de Chimie Organique, Institute of Chemistry, Biology and Innovation (CBI)-UMR 8231, ESPCI Paris, CNRS, PSL Research University, 10 rue Vauquelin, 75231 Paris Cedex 05, France   Email: amandine.guerinot@espci.fr   Email: janine.cossy@espci.fr
› Author Affiliations
Further Information

Publication History

Received: 06:110:2018

Accepted: 09:11:2018

Publication Date:
07 December 2018 (online)


Published as part of the 50 Years SYNTHESIS – Golden Anniversary Issue

Abstract

Metal-catalyzed α-arylation of amides from α-halo amides with organometallic reagents is reviewed. The article includes Suzuki–Miyaura, Kumada–Corriu, Negishi, and Hiyama cross-coupling reactions.

1 Introduction

2 Suzuki–Miyaura Cross-Coupling

2.1 Palladium Catalysis

2.2 Nickel Catalysis

3 Kumada–Corriu Cross-Coupling

3.1 Nickel Catalysis

3.2 Iron Catalysis

3.3 Cobalt Catalysis

4 Negishi Cross-Coupling

5 Hiyama Cross-Coupling

6 Conclusion