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Direct Oxidative Disulfenylation/Cyclization of 2′‐Hydroxyacetophenones with Thiophenols for the Synthesis of 2,2‐Dithio‐Benzofuran‐3(2 H )‐Ones
Author(s) -
Hu Biao,
Zhang Qiaohe,
Zhao Siyun,
Wang Yanqin,
Xu Li,
Yan Shengjiao,
Yu Fuchao
Publication year - 2019
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201801138
Subject(s) - chemistry , benzofuran , substrate (aquarium) , combinatorial chemistry , scope (computer science) , oxidative phosphorylation , medicinal chemistry , stereochemistry , oceanography , computer science , programming language , geology , biochemistry
A direct oxidative disulfenylation/cyclization of 2′‐hydroxyacetophenones with thiophenols mediated by TBAI/K 2 S 2 O 8 has been successfully developed within this study. The reaction successfully provides an efficient method for the synthesis of functionalized 2,2‐dithio‐benzofuran‐3(2 H )‐ones, which exhibits readily available starting materials, a broad substrate scope, excellent yields, and large‐scale applicability. In a single step, two C−S bonds and one C−O bond are simultaneously built on the same sp 3 carbon atom under transition‐metal‐free conditions.