title: A copper-catalyzed coupling reaction of vinyl halides and carbazates: application in the assembly of polysubstituted pyrroles.
abstract: CuI-catalyzed coupling of vinyl halides with carbazates gives N-protected N-alkenylhydrazines, which are condensed with ketones under acidic conditions to give polysubstituted pyrroles. The pyrrole synthesis may go through a similar mechanism with Fischer indole synthesis, which involves a [3,3]-sigmatropic rearrangement and other reactions.
authors: School of Pharmacy, East China University of Science and Technology, 130 Meilong Lu, Shanghai 200037, China.
authors: Chengang
authors: C
authors: Zhou
authors: Dawei
authors: D
authors: Ma
mesh_terms: D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D006219:Halogens / Q000138:chemical synthesis / Q000737:chemistry; D006834:Hydrazines / Q000138:chemical synthesis / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D006219:Halogens; D006834:Hydrazines; D007659:Ketones; D011758:Pyrroles; C010877:carbazic acid; D003300:Copper