title: Rearrangement of quinoxalin-2-ones when exposed to enamines generated in situ from ketones and ammonium acetate: method for the synthesis of 1-(pyrrolyl)benzimidazolones.
abstract: The reaction of 3-benzoylquinoxalin-2(1H)-ones with enamines (generated in situ from ammonium acetate and the corresponding methylaryl(hetaryl)ketones) proceeds smoothly to give the corresponding substituted 1-(pyrrolyl)benzimidazolone derivatives in moderate yields through the novel rearrangement of 3-benzoylquinoxalin-2(1H)-ones involving a dual cleavage of the C3═N4 and C2-C3 bonds under mild conditions.
authors.affiliation: A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences , Arbuzov str. 8, 420088 Kazan, Russian Federation.
authors.forename: Vakhid A
authors.initials: VA
authors.lastname: Mamedov
authors.forename: Nataliya A
authors.initials: NA
authors.lastname: Zhukova
authors.forename: Tat'yana N
authors.initials: TN
authors.lastname: Beschastnova
authors.forename: Victor V
authors.initials: VV
authors.lastname: Syakaev
authors.forename: Dmitry B
authors.initials: DB
authors.lastname: Krivolapov
authors.forename: Ekaterina V
authors.initials: EV
authors.lastname: Mironova
authors.forename: Anastasiya I
authors.initials: AI
authors.lastname: Zamaletdinova
authors.forename: Il'dar Kh
authors.initials: IKh
authors.lastname: Rizvanov
authors.forename: Shamil K
authors.initials: SK
authors.lastname: Latypov
mesh_terms: D000085:Acetates / Q000737:chemistry*; D000588:Amines / Q000737:chemistry*; D001562:Benzimidazoles / Q000138:chemical synthesis* / Q000737:chemistry*; D002384:Catalysis; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D011810:Quinoxalines / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000085:Acetates; D000588:Amines; D001562:Benzimidazoles; D007659:Ketones; D011810:Quinoxalines; C014353:benzimidazolone; C018824:ammonium acetate