Electrochemical Decarboxylative Silylation of α,β-Unsaturated Carboxylic Acids

作者:Chen, Xinyu; Huang, Yi-Guo; Zhong, Wei-Qiang; Huang, Jing-Mei*
来源:Organic Letters, 2023, 25(24): 4562-4566.
DOI:10.1021/acs.orglett.3c01592

摘要

An electrochemical method for the decarboxylative silylationof alpha,beta-unsaturated carboxylic acids was developed. A varietyof alkenylsilanes could be obtained in satisfactory yields and excellentselectivities under external oxidant- and metal-free conditions. Mechanisticstudies showed that the formation of the silyl radical was mediatedby NHPI, which produces the hydrogen atom transfer (HAT) reagent phthalimide N-oxyl (PINO) via multiple-site concerted proton-electrontransfer (MS-CPET).