title: Direct imine acylation: rapid access to diverse heterocyclic scaffolds.
abstract: A simple and efficient procedure to prepare a range of diverse heterocycles by the direct acylation of imines using a variety of functionalized benzoic acids is described. The methodology features a novel method for N-acyliminium ion generation followed by in situ intramolecular trapping by oxygen-, nitrogen-, sulfur- and carbon-based nucleophiles. Preliminary mechanistic studies, using ReactIR, are also reported.
authors.affiliation: Department of Chemistry, University of York, Heslington, York, YO10 5DD, UK.
authors.forename: William P
authors.initials: WP
authors.lastname: Unsworth
authors.forename: Christiana
authors.initials: C
authors.lastname: Kitsiou
authors.forename: Richard J K
authors.initials: RJ
authors.lastname: Taylor
mesh_terms: D000215:Acylation; D020650:Combinatorial Chemistry Techniques; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D007097:Imines / Q000737:chemistry*; D026121:Indole Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure
chemical_list: D006571:Heterocyclic Compounds; D007097:Imines; D026121:Indole Alkaloids; C539353:evodamine