文献类型：期刊文献

英文题名：Highly Regioselective Assembly of Di- or Trisubstituted Pyridines from Arynes, Isocyanides, and 3-Bromo- or 3-Acetoxypropynes

作者：Sha, Feng[1];Shen, Hui[1];Wu, Xin-Yan[1]

机构：[1]E China Univ Sci & Technol, Sch Chem & Mol Engn, Shanghai 200237, Peoples R China

年份：2013

卷号：2013

期号：13

起止页码：2537

外文期刊名：EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000318043000005)，CCR-EXPANDED(收录号:WOS:000318043000005)】；

基金：The authors are grateful for the financial support by the National Natural Science Foundation of China (NSFC) (project number 21102043), by the China Postdoctoral Science Foundation (project numbers 20110490070 and 2012T50401) and by the Fundamental Research Funds for the Central Universities.

语种：英文

外文关键词：Multicomponent reactions; Nitrogen heterocycles; Arynes; Regioselectivity

摘要：A facile synthetic method for the preparation of di- and trisubstituted pyridines with high regioselectivity through an intramolecular pericyclization strategy is disclosed. The multicomponent reaction of isocyanides, arynes, and 3-bromopropyne affords disubstituted pyridines in good yields. In contrast, the use of 3-acetoxypropyne results in the formation of trisubstituted pyridines through intramolecular pericyclization of an in situ formed azatriene. In this way, desirable pyridines can be constructed in a one-pot manner.