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

Zhen Yuan Liao; Pen Yuan Liao; Tun Cheng Chien

doi:10.1039/c6cc08601b

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

Zhen Yuan Liao, Pen Yuan Liao, Tun Cheng Chien

Department of Chemistry

Research output: Contribution to journal › Article

10 Citations (Scopus)

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.

Original language	English
Pages (from-to)	14404-14407
Number of pages	4
Journal	Chemical Communications
Volume	52
Issue number	100
DOIs	https://doi.org/10.1039/c6cc08601b
Publication status	Published - 2016 Jan 1

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ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
Chemistry(all)
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

Cite this

Liao, Z. Y., Liao, P. Y., & Chien, T. C. (2016). CuI-Catalyzed intramolecular aminocyanation of terminal alkynes in N-(2-ethynylphenyl)-N-sulfonylcyanamides via Cu-vinylidene intermediates. Chemical Communications, 52(100), 14404-14407. https://doi.org/10.1039/c6cc08601b

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10.1039/c6cc08601b