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Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
Published on: September 8, 2013
Catalytic Hydrosulfenylation of Maleic Anhydride and Its Derivatives Enabled by Proton-Coupled Electron Transfer
Dong Peng1, Jiayi Sun1, Yun Huang1
1College of Biological, Chemical Science and Engineering, Jiaxing University, 899 Guangqiong Road, Jiaxing314001, P. R. China.
Abstract:
We herein report a practical method for the efficient hydrosulfenylation of maleic anhydride and its derivatives by decavanadate-induced proton-coupled electron transfer. Preliminary mechanistic studies suggest that a thiyl radical is generated from the decavanadate polyanion and thiol through an oxidative PCET process. This method utilizes readily available thiols as a sulfur source and air as an oxidant and is capable of hydrosulfenylating a variety of maleic anhydrides and maleate esters with good diastereoselectivity.
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