title: Single-Step Synthesis of 5,6,7,8-Tetrahydroindolizines via Annulation of 2-Formylpiperidine and 1,3-Dicarbonyl Compounds.
abstract: An expedient single-step synthesis of 5,6,7,8-tetrahydroindolizines has been achieved via the annulation of commercially available 2-formylpiperidine hydrochloride and 1,3-dicarbonyl compounds in THF in the presence of pyrrolidine and 4 Å molecular sieves. A variety of β-ketoesters, ketones, and amides participated in this annulation chemistry, affording the desired 5,6,7,8-tetrahydroindolizines in moderate to good yields.
authors.affiliation: Small Molecule Process Chemistry, Genentech Inc., 1 DNA Way, South San Francisco, California 94080, United States.
authors.forename: Simona S
authors.initials: SS
authors.lastname: Capomolla
authors.affiliation: Small Molecule Process Chemistry, Genentech Inc., 1 DNA Way, South San Francisco, California 94080, United States.
authors.forename: Ngiap-Kie
authors.initials: NK
authors.lastname: Lim
authors.affiliation: Small Molecule Process Chemistry, Genentech Inc., 1 DNA Way, South San Francisco, California 94080, United States.
authors.forename: Haiming
authors.initials: H
authors.lastname: Zhang
mesh_terms: D002384:Catalysis; D007212:Indolizines / Q000138:chemical synthesis* / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D010880:Piperidines / Q000737:chemistry*
chemical_list: C000602335:2-formylpiperidine; D007212:Indolizines; D007659:Ketones; D010880:Piperidines