title: Introducing a new class of N-phosphoryl ynamides via Cu(I)-catalyzed amidations of alkynyl bromides.
abstract: We describe here the first synthesis of N-phosphoryl ynamides featuring C- and P-chirality via copper(I)-catalyzed amidative cross-couplings between phosphoramidates and phosphordiamidates with alkynyl bromides. Also featured is a tandem aza-Claisen-hetero-[2+2] cycloaddition for the synthesis of N-phosphoryl azetidin-2-imines.
authors.affiliation: Division of Pharmaceutical Sciences and Department of Chemistry, University of Wisconsin, Madison, Wisconsin 53705, USA. dekorver@wisc.edu
authors.forename: Kyle A
authors.initials: KA
authors.lastname: DeKorver
authors.forename: Mary C
authors.initials: MC
authors.lastname: Walton
authors.forename: Troy D
authors.initials: TD
authors.lastname: North
authors.forename: Richard P
authors.initials: RP
authors.lastname: Hsung
mesh_terms: D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D018360:Crystallography, X-Ray; D006842:Hydrocarbons, Brominated / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000577:Amides; D006842:Hydrocarbons, Brominated; D003300:Copper