Issue 18, 2021

Silver(i)-catalyzed tandem reaction of enynones and 4-alkynyl isoxazoles: regioselective synthesis of highly functionalized 4H-furan[3,4-c]pyrroles

Abstract

This work reports a silver(I)-catalyzed tandem reaction of enynones with 4-alkynyl isoxazoles. The reaction occurred via yne-enones bearing an imine group as a key intermediate. The subsequent tandem cyclization of the intermediate provided access to highly functionalized 4H-furo[3,4-c]pyrrole derivatives. No 6π electrocyclic reaction of the key intermediate was observed.

Graphical abstract: Silver(i)-catalyzed tandem reaction of enynones and 4-alkynyl isoxazoles: regioselective synthesis of highly functionalized 4H-furan[3,4-c]pyrroles

Supplementary files

Article information

Article type
Research Article
Submitted
01 Apr 2021
Accepted
25 Jun 2021
First published
28 Jun 2021

Org. Chem. Front., 2021,8, 5008-5012

Silver(I)-catalyzed tandem reaction of enynones and 4-alkynyl isoxazoles: regioselective synthesis of highly functionalized 4H-furan[3,4-c]pyrroles

H. Peng, Y. Zhang, G. Deng and H. Deng, Org. Chem. Front., 2021, 8, 5008 DOI: 10.1039/D1QO00510C

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