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可见光促进的 E-选择性合成α-氟代-β-芳基烯基砜的脱氧/异构化过程。

Visible-light-promoted E-selective synthesis of α-fluoro-β-arylalkenyl sulfides via the deoxygenation/isomerization process.

机构信息

State Key Laboratory of Microbial Technology, and Marine Biotechnology Research Center, Shandong University, 72 Binhai Road, Qingdao 266237, Shandong, P. R. China.

出版信息

Chem Commun (Camb). 2021 Feb 28;57(17):2152-2155. doi: 10.1039/d0cc08254f. Epub 2021 Feb 1.

Abstract

Regioselective synthesis of α-fluoro-β-arylalkenyl sulfides has been established with gem-difluoroalkenes and sodium sulfinates in a transition-metal-free manner. A series of control experiments were executed to demonstrate thiol radicals and anions as the proposed intermediates. Notably, regioselective Z→E isomerization was achieved under green light irradiation in the absence of a photoinitiator.

摘要

本文建立了一种在无过渡金属条件下,利用偕二氟烯烃和磺酸钠合成α-氟代-β-芳基烯基砜的区域选择性方法。通过一系列对照实验,提出了硫自由基和阴离子作为反应中间体的假设。值得注意的是,在没有光引发剂的情况下,通过绿光照射实现了区域选择性的 Z→E 异构化。

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