Issue 1, 2024

Unexpected stereoselective CuBr2-catalyzed cascade reaction of 2-ethynylanilines with silylynamides: facile and atom-economical access to N-vinylsilylindoles

Abstract

A stereoselective copper-catalyzed cascade reaction of 2-ethynylanilines with silylynamides has been developed. In this protocol, inexpensive CuBr2 is utilized as the catalyst. This simple, ligand-free, and cost-effective catalytic system furnishes valuable N-vinylsilylindoles in good to excellent yields, with perfect stereoselectivity in open air. Its potential synthetic applicability is illustrated by a large-scale experiment and down-stream synthetic transformation of the products.

Graphical abstract: Unexpected stereoselective CuBr2-catalyzed cascade reaction of 2-ethynylanilines with silylynamides: facile and atom-economical access to N-vinylsilylindoles

Supplementary files

Article information

Article type
Communication
Submitted
03 Nov. 2023
Accepted
01 Dec. 2023
First published
04 Dec. 2023

Green Chem., 2024,26, 259-263

Unexpected stereoselective CuBr2-catalyzed cascade reaction of 2-ethynylanilines with silylynamides: facile and atom-economical access to N-vinylsilylindoles

Z. Li, F. Lu, Q. Xu, G. Liu, X. Zhao and G. Wang, Green Chem., 2024, 26, 259 DOI: 10.1039/D3GC04244H

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