An Expeditious Synthesis of β-Indolylketones Catalyzed by p-Toluenesulfonic Acid (PTSA) Using Ultrasonic Irradiation

作     者：WANG,Shun-Yi SHI,Hai-Bin JI,Shun-Jun 

作者机构：Key Laboratry of Organic Synthesis of Jiangsu Province College of Chemistry and Chemical Engineering Suzhou University Suzhou 215006 Key Laboratry of Organic Synthesis of Jiangsu Province College of Chemistry and Chemical Engineering Suzhou University Suzhou 215006 Key Laboratry of Organic Synthesis of Jiangsu Province College of Chemistry and Chemical Engineering Suzhou University Suzhou 215006 

出 版 物：《有机化学》 (Chinese Journal of Organic Chemistry)

年 卷 期：2004年第24卷第Z1期

页      面：260-261页

核心收录：

学科分类：081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

基　　金：Project supported by the National Natural Science Foundation of China (No. 20172039) 

主　　题：natural products building blocks single crystal 

摘      要： The investigation of the chemistry of indoles has been, and continues to be, one of the most active areas of heterocyclic chemistry.[1] In particular, β-indolylketones have received much attention as important building blocks for the synthesis of many natural products and other biologically active compounds.[2] In continuation of our work in the synthesis of indole derivates,[3] we describe the remarkable catalytic of PTSA as a cheaper catalyst in ultrasound-accelerated Michael reaction of indole with α, β-unsaturated ketones (2), which provide one of the most efficient routes to the synthesis of β-indolyketones. In all cases, the substitution on the indole nucleus occurred exclusively at the 3-position, and N-alkylation products have not been observed. In addition, the structure of 3a was further confirmed by single crystal X-ray crystallography.……