Cyclocondensation of coumarin-3-thioformates with 3-hydroxyoxindoles and 3-aminooxindoles for the synthesis of spiro-fused pentaheterocyclic compounds
Literature Information
Publication Date
2019-12-23
DOI
10.1039/C9QO01039D
Impact Factor
5.281
Authors
Zhen-Hua Wang, Ke-Xin Xie, Jian-Qiang Zhao, Ming-Qiang Zhou, Xiao-Mei Zhang, Xiao-Ying Xu
View Original
Abstract
Coumarin-3-thioformates acting as a new type of 3-carbon partner were firstly prepared and engaged in reacting with 3-hydroxyoxindoles and 3-aminooxindoles by using DABCO or Et3N as the catalyst. A wide scope of structurally diverse spiro-fused pentaheterocyclic compounds including spiro-butyrolactoneoxindole[3,4-c]coumarins and spiro-butyrolactamoxindole[3,4-c]coumarins, which combined oxindole, dihydrofuranone or pyrrolidone, and coumarin in one molecule, could be smoothly obtained in high yields via a tandem Michael addition–lactonization/lactamization process under mild conditions.
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Source Journal
Organic Chemistry Frontiers
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