885056-96-2Relevant 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.
Regioselective synthesis of diversely substituted diazoninones through a post-Ugi gold-catalyzed intramolecular hydroarylation process
Li, Zhenghua,Kumar, Amit,Vachhani, Dipak D.,Sharma, Sunil K.,Parmar, Virinder S.,Van Der Eycken, Erik V.
supporting information, p. 2084 - 2091 (2014/04/17)
A highly efficient approach for the regioselective construction of fused nine-membered rings (diazoninone framework) was developed by employing sequential Ugi and gold-catalyzed intramolecular hydroarylation reactions. The scope of this intramolecular cyc
Intramolecular redox reaction for the synthesis of N-aryl pyrroles catalyzed by Lewis acids
Du, Hong-Jin,Zhen, Le,Wen, Xiaoan,Xu, Qing-Long,Sun, Hongbin
, p. 9716 - 9719 (2015/02/19)
An efficient approach to synthesize N-aryl pyrroles via Lewis acid-mediated 1,5-hydride shift and isomerization of 2-(3-pyrroline-1-yl)arylaldehydes has been achieved in up to 89% yield. This methodology is applicable to the synthesis of fluorazene deriva
Synthesis of condensed pyrroloindoles via Pd-catalyzed intramolecular C-H bond functionalization of pyrroles
Seung, Jun Hwang,Seung, Hwan Cho,Chang, Sukbok
supporting information; experimental part, p. 16158 - 16159 (2009/05/08)
A new strategy for the synthesis of condensed hetero- or carbocycles such as pyrroloindoles or fluorenes has been developed that involves the Pd-catalyzed cyclization of readily available N-(2-halobenzyl)pyrroles or their phenyl derivatives. The reaction is proposed to proceed via oxidative addition of benzylic halides to Pd(0) followed by base-assisted C-H bond activation. A broad range of condensed cyclic products could be obtained in good to excellent yields under mild conditions. Copyright
Synthesis of 9-arylamino- and (Z)-9-arylimino-9H-pyrrolo[1,2-a]indoles by reactions of 2-(pyrrol-1-yl)benzaldehydes with aryl amines
Kobayashi, Kazuhiro,Himei, Yasutoshi,Fukamachi, Shuhei,Tanmatsu, Miyuki,Morikawa, Osamu,Konishi, Hisatoshi
, p. 4356 - 4359 (2007/10/03)
Heating mixtures of 2-(pyrrol-1-yl)benzaldehydes and aryl amines under argon afforded 9-arylamino-9H-pyrrolo[1,2-a]indoles, via cyclization of the resulting 2-(pyrrol-1-yl)benzaldimine intermediates. Heating in the presence of oxygen afforded (Z)-9-arylim
A facile synthesis of 9-dialkylamino-9H-pyrrolo[1,2-a]indoles via iminium salts generated from 2-(pyrrol-1-yl)benzaldehydes and secondary amine hydrochlorides in the presence of NaI/TMSCl/Et3N
Kobayashi, Kazuhiro,Takanohashi, Atsushi,Hashimoto, Kenichi,Morikawa, Osamu,Konishi, Hisatoshi
, p. 3158 - 3161 (2007/10/03)
The NaI/TMSCl/Et3N-mediated condensation between 2-(pyrrol-1-yl)benzaldehydes and secondary amine hydrochlorides followed by intramolecular trapping of the resulting iminium carbon by the 2-position of the pyrrole ring afforded corresponding 9-
