Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, Guangdong 510640, China.
Org Lett. 2023 Jun 23;25(24):4562-4566. doi: 10.1021/acs.orglett.3c01592. Epub 2023 Jun 14.
An electrochemical method for the decarboxylative silylation of α,β-unsaturated carboxylic acids was developed. A variety of alkenylsilanes could be obtained in satisfactory yields and excellent selectivities under external oxidant- and metal-free conditions. Mechanistic studies showed that the formation of the silyl radical was mediated by NHPI, which produces the hydrogen atom transfer (HAT) reagent phthalimide -oxyl (PINO) via multiple-site concerted proton-electron transfer (MS-CPET).
发展了一种电化学脱羧硅烷化α,β-不饱和羧酸的方法。在无外加氧化剂和金属条件下，多种烯基硅烷以良好的收率和优异的选择性得到。机理研究表明，硅自由基的形成是由 NHPI 介导的，NHPI 通过多位点协同质子-电子转移（MS-CPET）生成氢原子转移（HAT）试剂邻苯二甲酰亚胺-氧（PINO）。
