title: Intramolecular Schmidt reaction of acyl chlorides with alkyl azides: preparation of pyrrolizine by intramolecular capture of intermediates with alkenes or alkynes.
abstract: The preparation of substituted pyrrolizines through the Schmidt reaction of acyl chlorides with alkyl azides has been realized. Intramolecular capture of the isocyanate ion and N-acyliminium ion intermediates from the Schmidt process with alkene or alkyne units was achieved, and the efficiency of the conversion with respect to ring construction and bond formation was demonstrated.
authors.affiliation: Key Laboratory of Energy Sources & Engineering, State Key Laboratory Cultivation Base of Natural Gas Conversion and Department of Chemistry, Ningxia University, Yinchuan 750021, China. gupm@nxu.edu.cn.
authors.forename: Bao-Juan
authors.initials: BJ
authors.lastname: Wang
authors.forename: Ping
authors.initials: P
authors.lastname: Xue
authors.forename: Peiming
authors.initials: P
authors.lastname: Gu
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis / Q000737:chemistry; D000475:Alkenes / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry*; D001386:Azides / Q000737:chemistry*; D002712:Chlorides / Q000737:chemistry; D018360:Crystallography, X-Ray; D003500:Cyclization; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation
chemical_list: D000470:Alkaloids; D000475:Alkenes; D000480:Alkynes; D001386:Azides; D002712:Chlorides; D006571:Heterocyclic Compounds