文献类型：期刊文献

英文题名：Facile synthesis of tricyclic isoxazole-fused benzo[b]thiophene 1,1-dioxide derivatives via 1,3-dipolar cycloaddition

作者：Wang, Kai-Kai[1];Li, Yan-Li[2];Zhang, Wei[1];Zhang, Shan-Shan[1];Qiu, Ting-Ting[1];Ma, Xueji[1]

第一作者：王凯凯

通讯作者：Ma, XJ[1]

机构：[1]Xinxiang Univ, Coll Chem & Chem Engn, Xinxiang 453000, Henan, Peoples R China;[2]Xinxiang Univ, Med Coll, Xinxiang 453000, Henan, Peoples R China

第一机构：新乡学院化学化工学院

通讯机构：[1]corresponding author), Xinxiang Univ, Coll Chem & Chem Engn, Xinxiang 453000, Henan, Peoples R China.|[110713]新乡学院化学化工学院;[11071]新乡学院;

年份：2020

卷号：61

期号：23

外文期刊名：TETRAHEDRON LETTERS

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000535721300007)，CCR-EXPANDED(收录号:WOS:000535721300007)】；

基金：We are grateful for the financial support from the NSFC (21801214 and 21702176), Key Scientific Research Project of Colleges and Universities in Henan Province of China (18A150014) and Funding of National College Students Innovation and Entrepreneurship Training Program (201911071001).

语种：英文

外文关键词：Isoxazole; Hydroximoyl chlorides; 1,3-Dipolar cycloaddition; Benzo[b]thiophene 1,1-dioxide; [3+2] Annulation

摘要：A facile and efficient [3 + 2] 1,3-dipolar cycloaddition reaction of nitrile oxides generated in situ from hydroximoyl chlorides with benzo[b]thiophene 1,1-dioxides has been achieved for rapid access to tricyclic isoxazole-fused benzo[b]thiophene 1,1-dioxide derivatives in excellent yields (up to 98%) with high diastereoselectivities (dr > 19:1). The present process is characterized by mild reaction conditions and broad substrate scope. The conversion of the cycloadduct to other useful structure has also been achieved. The chemical structures of the typical compounds were confirmed by X-ray single-crystal structure analysis. (C) 2020 Published by Elsevier Ltd.