An efficient and straightforward route to terminal vinyl sulfones via palladium-catalyzed Suzuki reactions of α-bromo ethenylsulfones. Issue 13 (30th March 2016)

• Record Type: Journal Article
• Authors: Fang, Yewen; Yuan, Meijuan; Zhang, Juncong; Zhang, Li; Jin, Xiaoping; Li, Ruifeng; Li, Jinjian
• Is Part Of: Tetrahedron letters. Volume 57:Issue 13(2016)
• Page Start: 1460
• Page End: 1463
• Publication Date: 2016-03-30
• Subjects: α-Substituted ethenylsulfones -- Suzuki reaction -- Cross-coupling -- Palladium catalysis -- Diimide reduction; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2016.02.065
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: A general and simple protocol for the synthesis of α-substituted alkenylsulfones has been developed firstly via palladium-catalyzed Suzuki reactions between α-bromo ethenylsulfones and organoborons. Using a catalyst composed of Pd(OAc)2 and SPhos, a variety of aryl, heteroaryl, and alkylboron reagents could efficiently couple with α-bromo ethenylsulfones under mild conditions. Moreover, it has been demonstrated for the first time that vinyl sulfones underwent smooth reduction by diimide generated from 2-nitrobenzenesulfonylhydrazide.