Metal Acetylides in Cycloaddition Reactions

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

Key words

catalyst - alkyne - cycloaddition - aromatic - heterocycle

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