An efficient and straightforward route to terminal vinyl sulfones via palladium-catalyzed Suzuki reactions of alpha-bromo ethenylsulfones

作者：Fang, Yewen^*; Yuan, Meijuan; Zhang, Juncong; Zhang, Li; Jin, Xiaoping^*; Li, Ruifeng^*; Li, Jinjian

来源：Tetrahedron Letters, 2016, 57(13): 1460-1463.

DOI：10.1016/j.tetlet.2016.02.065

• alpha-Substituted ethenylsulfones
• Suzuki reaction
• Cross-coupling
• Palladium catalysis
• Diimide reduction

A general and simple protocol for the synthesis of alpha-substituted alkenylsulfones has been developed firstly via palladium-catalyzed Suzuki reactions between alpha-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 a-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.

• 出版日期2016-3-30
• 单位浙江医药高等专科学校; 宁波工程学院; 太原理工大学