文献类型：期刊文献

中文题名：Cu(Ⅰ)-催化邻卤硫代苯乙酰胺的分子内环化合成2-氨基苯并噻吩

英文题名：Cu(Ⅰ)-Catalyzed Intramolecular Cyclization of Ortho-halogenated Phenylthioacetamides for the Synthesis of 2-Amino Benzo[b]thiophenes

作者：李红亮[1];王正林[1];邓卫平[1]

机构：[1]华东理工大学药学院上海市功能性材料化学重点实验室,上海200237

年份：2016

卷号：36

期号：10

起止页码：2419

中文期刊名：有机化学

外文期刊名：Chinese Journal of Organic Chemistry

收录：CSTPCD;;Scopus;北大核心:【北大核心2014】；CSCD:【CSCD2015_2016】；

基金：国家自然科学基金(No.21372074)资助项目~~

语种：中文

中文关键词：2-氨基苯并噻吩;铜催化;水相;邻卤硫代苯乙酰胺

外文关键词：2-amino benzo[b]thiophenes; Cu-eatalyzed; water-phase; ortho-halogenated phenylthioacetamides

摘要：研究了在水相体系下邻卤硫代苯乙酰胺类化合物经一价铜盐催化实现分子内环化合成2-氨基苯并噻吩的反应.该反应以水代替有机溶剂,催化剂的用量低至5 mol%,产率高达98%,克服了以往合成2-氨基苯并噻吩时反应条件苛刻、产率低等缺陷.此外,该反应放大到克级规模后产率能够基本得到保持,催化体系也可实现循环使用.该方法为2-氨基苯并噻吩及其衍生物的制备探索出了一条简便、绿色的合成路线.
The Cu（I）-catalyzed intramolecular cyclization of ortho-halogenated phenylthioacetamides to form 2-amino ben-zo[b]thiophenes in water was studied. This method employed water instead of organic solvent, and the catalyst-loading can be as low as to 5 mol% and the yield of products is up to 98%, which overcomes the drawbacks such as harsh reaction conditions and low yields in the previous methods. In addition, the reaction can be scaled up to gram-scale and catalyst can be reused with a maintained yield of products. This reaction provided a simple and environmentally friendly protocol for the preparaion of 2-amino benzo[b]thiophene and their derivatives.