GaCl催化吲哚与N-氰基琥珀酰亚胺的C-H氰化反应。

GaCl-Catalyzed C-H Cyanation of Indoles with N-Cyanosuccinimide.

作者信息

Wang Xue, Makha Mohamed, Chen Shu-Wei, Zheng Huaiji, Li Yuehui

机构信息

College of Chemistry & Pharmacy , Northwest A&F University , Yangling , Shaanxi 712100 P. R. China.

State Key Laboratory for Oxo Synthesis and Selective Oxidation, Suzhou Research Institute of LICP, Lanzhou Institute of Chemical Physics (LICP) , Chinese Academy of Sciences , Lanzhou 730000 , P. R. China.

出版信息

J Org Chem. 2019 May 17;84(10):6199-6206. doi: 10.1021/acs.joc.9b00416. Epub 2019 May 6.

DOI:10.1021/acs.joc.9b00416

PMID:31016983

Abstract

An efficient GaCl-catalyzed direct cyanation of indoles and pyrroles using bench-stable electrophilic cyanating agent N-cyanosuccinimide was achieved and afforded 3-cyanoindoles and 2-cyanopyrroles in good yields and excellent regioselectivities. Notably, this protocol exhibited high reactivity for unprotected indoles and was applicable to a broad range of indole and pyrrole substrates.

摘要

实现了一种高效的GaCl催化的吲哚和吡咯直接氰化反应，该反应使用易于储存的亲电氰化试剂N-氰基琥珀酰亚胺，以良好的产率和优异的区域选择性得到了3-氰基吲哚和2-氰基吡咯。值得注意的是，该方法对未保护的吲哚表现出高反应活性，并且适用于广泛的吲哚和吡咯底物。