Jump to main content
Jump to site search


Cyclocondensation of coumarin-3-thioformates with 3-hydroxyoxindoles and 3-aminooxindoles for the synthesis of spiro-fused pentaheterocyclic compounds

Author affiliations

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.

Graphical abstract: Cyclocondensation of coumarin-3-thioformates with 3-hydroxyoxindoles and 3-aminooxindoles for the synthesis of spiro-fused pentaheterocyclic compounds

Back to tab navigation

Supplementary files

Article information


Submitted
22 Aug 2019
Accepted
22 Dec 2019
First published
23 Dec 2019

Org. Chem. Front., 2020, Advance Article
Article type
Research Article

Cyclocondensation of coumarin-3-thioformates with 3-hydroxyoxindoles and 3-aminooxindoles for the synthesis of spiro-fused pentaheterocyclic compounds

C. Lei, C. Zhang, Z. Wang, K. Xie, J. Zhao, M. Zhou, X. Zhang, X. Xu and W. Yuan, Org. Chem. Front., 2020, Advance Article , DOI: 10.1039/C9QO01039D

Social activity

Search articles by author

Spotlight

Advertisements