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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.

SUBMITTER: Selander N

PROVIDER: S-EPMC3597238 | biostudies-literature | 2012 Sep

REPOSITORIES: biostudies-literature

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Arylation of rhodium(II) azavinyl carbenes with boronic acids.

Selander Nicklas N Worrell Brady T BT Chuprakov Stepan S Velaparthi Subash S Fokin Valery V VV

Journal of the American Chemical Society 20120828 36

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. ...[more]

PMID: 22913576

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