39243-89-5Relevant academic research and scientific papers
Bronsted Acid Catalyzed Cyclization of Inert N-Substituted Pyrroles to Benzo[ f ]pyrrolo[1,2- a ][1,4]diazepines
Gao, Zeng,Qian, Jinlong,Yang, Huameng,Zhang, Jinlong,Jiang, Gaoxi
, p. 930 - 934 (2021/04/27)
Two approaches involving intramolecular and intermolecular cyclization, respectively, have been developed for the direct and practical construction of a series of important benzo[ f ]pyrrolo[1,2- a ][1,4]azepines by using Bronsted acid catalysts. Upon catalysis by TsOH, the intramolecular dehydroxylation/ring closure of 3-hydroxy-2-[2-(1 H -pyrrol-1-yl)benzyl]isoindolin-1-ones provided various racemic benzo[ f ]pyrrolo[1,2- a ][1,4]azepines in high yields. Furthermore, enantioenriched benzo[ f ]pyrrolo[1,2- a ][1,4]azepines were also obtained by chiral phosphoric acid catalyzed intermolecular addition of [2-(1 H -pyrrol-1-yl)phenyl]methanamines to 2-formylbenzoates under mild conditions.
Quinoxalines, benzodiazepines and benzodiazocines fused to pyrrole and isoindole via N-acyliminium ion aromatic cyclization
Othman, Mohamed,Pigeon, Pascal,Netchita?lo, Pierre,Da?ch, Adam,Decroix, Bernard
, p. 273 - 281 (2007/10/03)
Quinoxaline (6a), [1,4]benzodiazepines (6b,c) and [2,5]-benzodiazocine (6d) were synthesized from hydroxylactams (3a-d) or (4a-d) via an N- acyliminium ion-pyrrole cyclization reaction. 3 and 4 were prepared in two steps from ready available substituted anilines (1a,b) or benzylamines (1c,d).
