Direct imine acylation for molecular diversity in heterocyclic synthesis.
Imines and carboxylic acids have been directly coupled using propylphosphonic acid anhydride and NEt(i-Pr)2 to give N-acyliminium ions, which were intramolecularly trapped with oxygen, nitrogen, sulfur, and carbon nucleophiles to provide a wide range of structurally diverse heterocycles.
William P
WP
Unsworth
Graeme
G
Coulthard
Christiana
C
Kitsiou
Richard J K
RJ
Taylor
D000215:Acylation; D002264:Carboxylic Acids / Q000737:chemistry*; D002384:Catalysis; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D007097:Imines / Q000737:chemistry*; D015394:Molecular Structure; D010757:Phosphorous Acids / Q000737:chemistry*; D013237:Stereoisomerism
D002264:Carboxylic Acids; D006571:Heterocyclic Compounds; D007097:Imines; D010757:Phosphorous Acids; C570063:phosphonic acid