Access to 2-Aroylthienothiazoles via C-H/N-O Bond Functionalization of Oximes

被引：23
|
作者：
Zhou, Peiqi [1 ]
Huang, Yubing [1 ]
Wu, Wanqing [1 ]
Zhou, Jiaming [1 ]
Yu, Wentao [1 ]
Jiang, Huanfeng [1 ]
机构：
[1] South China Univ Technol, Sch Chem & Chem Engn, Key Lab Funct Mol Engn Guangdong Prov, Guangzhou 510640, Guangdong, Peoples R China
来源：
ORGANIC LETTERS | 2019年 / 21卷 / 24期
基金：
中国国家自然科学基金;
关键词：
TRISULFUR RADICAL-ANION; ALKENYL OXIMES; BIOLOGICAL EVALUATION; CONDENSATION REACTION; CHEMOTYPES DESIGN; KETOXIME ACETATES; FACILE SYNTHESIS; COPPER; DERIVATIVES; CYCLIZATION;
D O I：
10.1021/acs.orglett.9b03900
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel strategy for the synthesis of 2-aroylthienothiazoles via C H/N O bond functionalization of ketoximes is developed. This reaction features excellent step- and atom-economy, as well as broad substrate scope. Various common ketoximes, even vinyl ketoximes, were efficiently converted to 2-aroylthienothiazoles. Preliminary mechanistic studies indicated that the radical process should be involved in this transformation. Moreover, the product exhibited good coordination with Cu(II), showing the potential application in the metal coordination field.
引用
收藏
页码：9976 / 9980
页数：5
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