Issue 21, 2021

The reaction of prop-2-ynylsulfonium salts and sulfonyl-protected β-amino ketones to epoxide-fused 2-methylenepyrrolidines and S-containing pyrroles

Abstract

A novel divergent domino annulation reaction of prop-2-ynylsulfonium salts with sulfonyl-protected β-amino ketones has been developed, affording various epoxide-fused 2-methylenepyrrolidines and S-containing pyrroles in moderate to excellent yields. Prop-2-ynylsulfonium salts act as C2 synthons in the reactions providing a promising epoxide-fused skeleton in a single operation with readily accessible starting materials.

Graphical abstract: The reaction of prop-2-ynylsulfonium salts and sulfonyl-protected β-amino ketones to epoxide-fused 2-methylenepyrrolidines and S-containing pyrroles

Supplementary files

Article information

Article type
Communication
Submitted
26 Nov 2020
Accepted
03 Feb 2021
First published
04 Feb 2021

Chem. Commun., 2021,57, 2657-2660

The reaction of prop-2-ynylsulfonium salts and sulfonyl-protected β-amino ketones to epoxide-fused 2-methylenepyrrolidines and S-containing pyrroles

T. Jia, G. Zeng, C. Zhang, L. Zeng, W. Zheng, S. Li, K. Wu, J. Shao, J. Zhang and H. Zhu, Chem. Commun., 2021, 57, 2657 DOI: 10.1039/D0CC07745C

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