Recent Progress in C(sp²)–C(sp²) Bond Formation Using Ligand Coupling on Sulfur(IV)

Abstract

Ligand coupling on sulfur, as an alternative to transition-metal-catalyzed cross-coupling reactions, is a useful method for connecting sp² carbons. Although pioneered more than 50 years ago, its synthetic utility has been overlooked until recently. This short review summarizes progress in C(sp²)–C(sp²) bond formation using ligand coupling on sulfur and discusses control of selectivity, expansion of the scope, and applications of the reaction.

1 Introduction

2 Cross-Coupling of Heteroaryl Reagents

3 Phenothiazinium-Mediated C(sp²)–C(sp²) Cross-Coupling

4 C(sp²)–C(sp²) Bond Formation Mediated by Sulfuranes Generated from Arynes and Sulfoxides

5 S-Alkenylbenzothiophenium-Mediated Alkenyl-Alkenyl Coupling

6 Conclusion

Key words

ligand coupling - sulfur - sulfurane - transition-metal-free - cross-coupling - sulfonium, sulfoxide

Publikationsverlauf

Eingereicht: 21. Juni 2022

Angenommen nach Revision: 28. Juli 2022

Accepted Manuscript online:
28. Juli 2022

Artikel online veröffentlicht:
21. September 2022

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