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

Abstract

AbstractLigand 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 Introduction2 Cross-Coupling of Heteroaryl Reagents3 Phenothiazinium-Mediated C(sp2)–C(sp2) Cross-Coupling4 C(sp2)–C(sp2) Bond Formation Mediated by Sulfuranes Generated from Arynes and Sulfoxides5 S-Alkenylbenzothiophenium-Mediated Alkenyl-Alkenyl Coupling6 Conclusion