title: Stereoselective synthesis of enamides by Pd-catalyzed hydroamidation of electron deficient terminal alkynes.
abstract: Hydroamidation of electron-deficient terminal alkynes by amides in presence of Pd-catalyst has been exploited for the stereoselective synthesis of Z-enamides. The possible intramolecular hydrogen bonding between the amido proton and carbonyl oxygen of ester group provides the extra stability to the Z-isomer of vinyl-palladium complex, which subsequently undergoes protodepalladation and leads to the Z-enamide selectively. This process is found to be mild and operationally simple with broad substrate scope.
authors.affiliation: Department of Chemistry, National Institute of Technology, Rourkela-769008, Odisha, India. npanda@nitrkl.ac.in
authors.forename: Niranjan
authors.initials: N
authors.lastname: Panda
authors.forename: Raghavender
authors.initials: R
authors.lastname: Mothkuri
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D004583:Electrons; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000480:Alkynes; D000577:Amides; D009942:Organometallic Compounds; D010165:Palladium