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Ring expansion and rearrangements of rhodium(II) azavinyl carbenes.

ABSTRACT: Room for expansion: an efficient, regioselective, and convergent method for the ring expansion and rearrangement of 1-sulfonyl-1,2,3-triazoles under rhodium(II)-catalyzed conditions is described. These denitrogenative reactions form substituted enaminone and olefin-based products. The enaminone products can be further functionalized to give various heterocycles and ketone derivatives, thus rendering the sulfonyl triazole traceless.

SUBMITTER: Selander N

PROVIDER: S-EPMC3627540 | biostudies-literature | 2012 Dec

REPOSITORIES: biostudies-literature

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Ring expansion and rearrangements of rhodium(II) azavinyl carbenes.

Selander Nicklas N Worrell Brady T BT Fokin Valery V VV

Angewandte Chemie (International ed. in English) 20121119 52

Room for expansion: an efficient, regioselective, and convergent method for the ring expansion and rearrangement of 1-sulfonyl-1,2,3-triazoles under rhodium(II)-catalyzed conditions is described. These denitrogenative reactions form substituted enaminone and olefin-based products. The enaminone products can be further functionalized to give various heterocycles and ketone derivatives, thus rendering the sulfonyl triazole traceless. ...[more]

PMID: 23161725

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