Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5215557 | Tetrahedron | 2014 | 5 Pages |
Abstract
A general and practical synthetic method for aryl-substituted five-membered heterocycles has been developed. In the presence of KOH (30%), 1,4-diaryl-1,3-butadiynes undergo the cyclocondensation reaction with water, primary amines, and Na2S·9H2O in DMSO at 80 °C to afford 2,5-diarylfurans, 1,2,5-trisubstituted pyrroles, and 2,5-diarylthiophenes in good to high yields. Further studies have disclosed that aryl-substituted five-membered heterocycles can be also synthesized by a one-pot, two-step strategy from the terminal alkynes in DMSO firstly catalyzed by CuCl, and then via addition of KOH to promote the cyclocondensation of 1,3-butadiynes generated in situ.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Qingwei Zheng, Ruimao Hua, Jianhua Jiang, Lei Zhang,