武汉大学雷爱文课题组的一项最新研究通过电化学氧化实现了硫化物α-C(sp³)-H的可放大、区域选择性酰氧基化反应。这一研究成果于2021年2月26日发表在国际顶尖学术期刊《美国化学会志》上。

该文报道了一种构建α-酰氧基取代硫化物的高度选择性、环境友好且可放大的电化学方法，该方法利用了自组装诱导的C(sp³)–H/O–H交叉偶联反应的协同效应。该方法具有异常广泛的底物范围，高区域选择性，能实现克级合成以及构建复杂分子，且对各种亲核试剂有广泛的适用性。

在进一步研究中，研究人员用软X射线吸收技术和一系列的控制实验证明了底物自组装的关键作用，该效应是这一电化学方法中实现卓越兼容性和精确控制的高区域选择性的主要因素。

附：英文原文

Title: Electrochemical Oxidation Enables Regioselective and Scalable α-C(sp3)-H Acyloxylation of Sulfides

Author: 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

Issue&Volume: February 26, 2021

Abstract: 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(sp3)–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.

DOI: 10.1021/jacs.1c00288

Source: https://pubs.acs.org/doi/10.1021/jacs.1c00288