title: 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.
authors: Department of Chemistry, Iowa State University, Ames, Iowa 50011, USA.
authors: Yuesi
authors: Y
authors: Fang
authors: Donald C
authors: DC
authors: Rogness
authors: Richard C
authors: RC
authors: Larock
authors: Feng
authors: F
authors: Shi
mesh_terms: D054831:Acridones / Q000138:chemical synthesis* / Q000737:chemistry; D000480:Alkynes / Q000737:chemistry*; D005030:Ethylenes / Q000737:chemistry*; D015394:Molecular Structure; D015363:Quinolones / Q000737:chemistry*; D013237:Stereoisomerism; D047090:beta-Lactams / Q000737:chemistry*
chemical_list: D054831:Acridones; D000480:Alkynes; D005030:Ethylenes; D015363:Quinolones; D047090:beta-Lactams; C036216:ethylene