Zheng Ming-Wei, Yuan Xin, Cui Yu-Sheng, Qiu Jiang-Kai, Li Guigen, Guo Kai
Biotechnology and Pharmaceutical Engineering , Nanjing Tech University , Nanjing 211816 , P. R. China.
Institute of Chemistry & Biomedical Sciences , Nanjing University , Nanjing 210093 , P. R. China.
Org Lett. 2018 Dec 21;20(24):7784-7789. doi: 10.1021/acs.orglett.8b03191. Epub 2018 Dec 3.
A direct electrooxidative sulfonylation/heteroarylation reaction of alkenes with sulfinic acids, which proceeds through distal heteroaryl ipso-migration and C-S and C-C bond formations, is reported. This electro-synthetic method offers an efficient and environmentally friendly entry to prepare various sulfonated functionalized heteroarenes under an undivided cell at room temperature, avoiding the use of any metal catalysts, additives, and oxidants. Preliminary mechanistic studies indicated a radical pathway.
报道了一种烯烃与亚磺酸的直接电氧化磺酰化/杂芳基化反应,该反应通过远程杂芳基本位迁移以及C-S和C-C键形成来进行。这种电合成方法提供了一种高效且环保的途径,可在室温下于无隔膜电解槽中制备各种磺化官能化杂芳烃,避免使用任何金属催化剂、添加剂和氧化剂。初步机理研究表明其为自由基途径。