Electrochemical Oxidation Enables Regioselective and Scalable α-C(sp3)-H Acyloxylation of Sulfides
作者:Huamin Wang, Meng He, Yongli Li, Heng Zhang, Dali Yang, Masanari Nagasaka, Zongchao Lv, Zhipeng Guan, Yangmin Cao, Fengping Gong, Zhilin Zhou, Jingyun Zhu, Supravat Samanta, Abhishek Dutta Chowdhury, Aiwen Lei · 发表于:Journal of the American Chemical Society · 年份:2021 · DOI:10.1021/jacs.1c00288 · 被引用次数:96 · 研究领域:Catalytic C–H Functionalization Methods、Sulfur-Based Synthesis Techniques、Radical Photochemical Reactions
A highly selective, environmentally friendly, and scalable electrochemical protocol for the construction of α-acyloxy sulfides, through the synergistic effect of self-assembly-induced C(sp 3 )–H/O–H cross-coupling, is reported. It features exceptionally broad substrate scope, high regioselectivity, gram-scale synthesis, construction of complex molecules, and applicability to a variety of nucleophiles. Moreover, the soft X-ray absorption technique and a series of control experiments have been utilized to demonstrate the pivotal role of the self-assembly of the substrates, which indeed is responsible for the excellent compatibility and precise control of high regioselectivity in our electrochemical protocol.