title: Synthesis of N-alkyl-octahydroisoquinolin-1-one-8-carboxamide libraries using a tandem Diels-Alder/acylation sequence.
abstract: A synthetic sequence was developed in which a diene containing an attached secondary amine was reacted with maleic anhydride to afford the title structures in one step. The reaction involves a Diels-Alder reaction combined with a transacylation reaction of the imide group. A series of six scaffolds was constructed using this methodology. Each scaffold was subsequently reacted with 12 amines to afford a library containing 72 compounds.
authors: KU Chemical Methodology and Library Development Center, University of Kansas, lawrence, Kansas 66046, USA.
authors: Kevin J
authors: KJ
authors: Frankowski
authors: Erin E
authors: EE
authors: Hirt
authors: Yibin
authors: Y
authors: Zeng
authors: Ben
authors: B
authors: Neuenswander
authors: Drew
authors: D
authors: Fowler
authors: Frank
authors: F
authors: Schoenen
authors: Jeffrey
authors: J
authors: Aubé
mesh_terms: D000215:Acylation; D000466:Alkadienes / Q000737:chemistry; D000473:Alkanes / Q000138:chemical synthesis*; D000588:Amines / Q000737:chemistry*; D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D007546:Isoquinolines / Q000138:chemical synthesis*; D008299:Maleic Anhydrides / Q000737:chemistry*; D008956:Models, Chemical; D013237:Stereoisomerism
chemical_list: D000466:Alkadienes; D000473:Alkanes; D000588:Amines; D007546:Isoquinolines; D008299:Maleic Anhydrides