title: Redox-Annulation of Cyclic Amines and β-Ketoaldehydes.
abstract: Benzo[a]quinolizine-2-one derivatives are readily assembled from 1,2,3,4-tetrahydroisoquinoline and β-ketoaldehydes by means of a new intramolecular redox-Mannich process. These reactions are promoted by simple acetic acid and are thought to involve azomethine ylides as reactive intermediates.
authors.affiliation: Department of Chemistry and Chemical Biology, Rutgers, The State University of New Jersey , Piscataway, New Jersey 08854, United States.
authors.forename: Weijie
authors.initials: W
authors.lastname: Chen
authors.affiliation: Department of Chemistry and Chemical Biology, Rutgers, The State University of New Jersey , Piscataway, New Jersey 08854, United States.
authors.forename: Daniel
authors.initials: D
authors.lastname: Seidel
mesh_terms: D019342:Acetic Acid / Q000737:chemistry*; D000447:Aldehydes / Q000737:chemistry*; D000588:Amines / Q000737:chemistry*; D001391:Azo Compounds / Q000737:chemistry; D002384:Catalysis; D007659:Ketones / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D011807:Quinolizines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D044005:Tetrahydroisoquinolines / Q000737:chemistry*; D013882:Thiosemicarbazones / Q000737:chemistry
chemical_list: D000447:Aldehydes; D000588:Amines; D001391:Azo Compounds; D007659:Ketones; D011807:Quinolizines; D044005:Tetrahydroisoquinolines; D013882:Thiosemicarbazones; C512188:azomethine; D019342:Acetic Acid