Generation of sulfones utilizing β-sulfinyl esters as masked aryl sulfinates under redox-neutral conditions

作     者：Zhang, Yixin Yang, Zhu Yang, Hongjun Li, Xuefeng Yang, Lu 

作者机构：Southwest Minzu Univ Sch Chem & Environm Key Lab Gen Chem Natl Ethn Affairs Commiss Key Lab Key Lab Gen Chem Natl Ethn Affairs CommissKey Lab Chengdu 610041 Peoples R China 

出 版 物：《ORGANIC & BIOMOLECULAR CHEMISTRY》 (有机与生物分子化学)

年 卷 期：2024年第22卷第17期

页      面：3381-3385页

核心收录：

学科分类：07[理学] 0703[理学-化学] 

基　　金：Sichuan Province Science and Technology Support Program [2023NSFSC1084, 2024] Sichuan Science and Technology Program Southwest Minzu University 

主　　题：Esters 

摘      要：A method for generation of SVI sulfones from beta-sulfinyl esters (SIV) under transition-metal-free non-oxidative mild conditions is presented. Various sulfones have been achieved with moderate to excellent yields. The advantage of using beta-sulfinyl esters as masked aryl sulfinates has also been exemplified using brominated substrates. Oxygen isotope-labeling experiments indicated that the oxygen atoms incorporated into the sulfone product come from the sulfoxide of the beta-sulfinyl ester. Successive beta-elimination/O-addition/sulfinate esterification/beta-elimination processes are proposed for the mechanism of generating SVI from SIV. A method for generation of SVI sulfones from beta-sulfinyl esters (SIV) under transition-metal-free non-oxidative mild conditions is presented.