Formation of acridones by ethylene extrusion in the reaction of arynes with β-lactams and dihydroquinolinones.

ABSTRACT: N-Unsubstituted β-lactams react with a molecule of aryne by insertion into the amide bond to form a 2,3-dihydroquinolin-4-one, which subsequently reacts with another molecule of aryne to form an acridone by extrusion of a molecule of ethylene. 2,3-Dihydroquinolin-4-ones react under the same reaction conditions to afford identical results. This is the first example of ethylene extrusion in aryne chemistry.

SUBMITTER: Fang Y 

PROVIDER: S-EPMC3407966 | biostudies-literature | 2012 Jul

REPOSITORIES: biostudies-literature