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Gold-catalyzed nitrene transfer to activated alkynes: formation of ?,?-unsaturated amidines.

ABSTRACT: A gold-catalyzed intermolecular nitrene transfer to alkynes was developed for the first time, revealing a new mode of nitrene transfer and providing a novel access to versatile ?-imino metal carbenes. Various mild nitrene-transfer reagents were examined, and iminopyridium ylides especially those based on 3,5-dichloropyridine proved be highly effective. With activated alkynes such as N-alkynyloxazolidinones as substrates, ?,?-unsaturated amidines were formed in mostly good yields.

SUBMITTER: Li C

PROVIDER: S-EPMC3085905 | biostudies-literature | 2011 Apr

REPOSITORIES: biostudies-literature

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Gold-catalyzed nitrene transfer to activated alkynes: formation of α,β-unsaturated amidines.

Li Chaoqun C Zhang Liming L

Organic letters 20110225 7

A gold-catalyzed intermolecular nitrene transfer to alkynes was developed for the first time, revealing a new mode of nitrene transfer and providing a novel access to versatile α-imino metal carbenes. Various mild nitrene-transfer reagents were examined, and iminopyridium ylides especially those based on 3,5-dichloropyridine proved be highly effective. With activated alkynes such as N-alkynyloxazolidinones as substrates, α,β-unsaturated amidines were formed in mostly good yields. ...[more]

PMID: 21351760

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