Arylation of rhodium(II) azavinyl carbenes with boronic acids

Abstract

A highly efficient and stereoselective arylation of in situ-generated azavinyl carbenes affording 2,2-diaryl enamines at ambient temperatures has been developed. These transition-metal carbenes are directly produced from readily available and stable 1-sulfonyl-1,2,3-triazoles in the presence of a rhodium carboxylate catalyst. In several cases, the enamines generated in this reaction can be cyclized into substituted indoles employing copper catalysis.

Original language	English
Pages (from-to)	14670-14673
Number of pages	4
Journal	Journal of the American Chemical Society
Volume	134
Issue number	36
DOIs	https://doi.org/10.1021/ja3062453
Publication status	Published - 12 Sep 2012
Externally published	Yes

ASJC Scopus subject areas

Chemistry(all)
Catalysis
Biochemistry
Colloid and Surface Chemistry

Access to Document

10.1021/ja3062453

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Selander, N., Worrell, B. T., Chuprakov, S., Velaparthi, S., & Fokin, V. V. (2012). Arylation of rhodium(II) azavinyl carbenes with boronic acids. Journal of the American Chemical Society, 134(36), 14670-14673. https://doi.org/10.1021/ja3062453

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author = "Nicklas Selander and Worrell, {Brady T.} and Stepan Chuprakov and Subash Velaparthi and Fokin, {Valery V.}",

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AU - Fokin, Valery V.

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