title: Gold-catalyzed nitrene transfer to activated alkynes: formation of α,β-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 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.
authors.affiliation: Department of Chemistry and Biochemistry, University of California, Santa Barbara, California 93106, United States.
authors.forename: Chaoqun
authors.initials: C
authors.lastname: Li
authors.forename: Liming
authors.initials: L
authors.lastname: Zhang
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D000578:Amidines / Q000138:chemical synthesis*; D002384:Catalysis; D006046:Gold / Q000737:chemistry*; D007097:Imines / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure
chemical_list: D000480:Alkynes; D000578:Amidines; D007097:Imines; C017621:phenylnitrene; D006046:Gold