Issue 100, 2016

CuI-Catalyzed intramolecular aminocyanation of terminal alkynes in N-(2-ethynylphenyl)-N-sulfonylcyanamides via Cu–vinylidene intermediates

Abstract

CuI-Catalyzed intramolecular aminocyanation of terminal alkynes in N-(2-ethynylphenyl)-N-sulfonylcyanamides was initiated by the formation of Cu–acetylide to trigger N–CN bond cleavage of the N-sulfonylcyanamide moiety followed by CN migration to form a β-cyano Cu–vinylidene intermediate. Subsequently, the indole ring closure furnished the corresponding 1-sulfonyl-3-cyanoindoles.

Graphical abstract: CuI-Catalyzed intramolecular aminocyanation of terminal alkynes in N-(2-ethynylphenyl)-N-sulfonylcyanamides via Cu–vinylidene intermediates

Supplementary files

Article information

Article type
Communication
Submitted
26 Oct 2016
Accepted
08 Nov 2016
First published
08 Nov 2016

Chem. Commun., 2016,52, 14404-14407

CuI-Catalyzed intramolecular aminocyanation of terminal alkynes in N-(2-ethynylphenyl)-N-sulfonylcyanamides via Cu–vinylidene intermediates

Z. Liao, P. Liao and T. Chien, Chem. Commun., 2016, 52, 14404 DOI: 10.1039/C6CC08601B

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