Synthesis 2017; 49(06): 1168-1181
DOI: 10.1055/s-0036-1588922
short review
© Georg Thieme Verlag Stuttgart · New York

Metal Acetylides in Cycloaddition Reactions

Júlia Comas-Barceló
Department of Chemistry, The University of Sheffield, Brook Hill, Sheffield, S3 7HF, UK   Email: [email protected]
,
Joseph P. A. Harrity*
Department of Chemistry, The University of Sheffield, Brook Hill, Sheffield, S3 7HF, UK   Email: [email protected]
› Author Affiliations
Further Information

Publication History

Received: 27 September 2016

Accepted after revision: 14 November 2016

Publication Date:
08 December 2016 (online)


Abstract

This review highlights recent advances in the synthesis of (hetero)aromatic systems via cycloaddition reactions of alkynylmetals with dienes and dipoles. This methodology is advantageous when accessing complex molecules because it offers a short, atom-economic, and regioselective route to quickly access scaffolds of broad interest to the chemical sciences.

1 Introduction

2 Synthesis and Applications of Metal Acetylides

3 Use of Metal Acetylides in Cycloaddition Reactions

3.1 The CuSAC Reaction

3.2 The Kinugasa Coupling with Copper Acetylides

3.3 Reactions of Pyrones and Aluminum Acetylides

3.4 Direct Cycloadditions of Boron Acetylides

4 Conclusion

 
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