80271-11-0Relevant articles and documents
Controllable synthesis of pyrido[2,3-: b] indol-4-ones or indolo[3,2- b] quinolines via formal intramolecular C(sp2)-H functionalization
Song, Bo,Wang, Mengdan,Xu, Murong,Kong, Lingkai,Xie, Huihui,Wang, Chengyu,Li, Yanzhong
supporting information, p. 9960 - 9965 (2019/12/06)
A novel Fe-catalyzed protocol for the controllable synthesis of pyrido[2,3-b]indol-4-ones or indolo[3,2-b]quinolines has been developed by using indole-2-carboxylic derivatives as starting materials. Indole-2-carboxenamines were transformed into pyrido[2,3-b]indol-4-ones through intramolecular N-H/C-H coupling, in which a carbonyl 1,2-migration was involved. Whereas, when indole-2-carboxarylamines were employed, indolo[3,2-b]quinolones were produced through direct N-H/C-H coupling. The desired products were obtained under mild reaction conditions in moderate to good yields with wide substrate scope. The natural product quindolinone was conveniently prepared by this reaction.
Anti-malaria active 10-H-indolo[3,2-b]quinoline-11-yl-amines. Part 1: Phenol-Mannich-bases of the amodiaquine and cycloquine type
Gorlitzer,Stockmann,Walter
, p. 231 - 235 (2007/10/02)
The 11-chloro-quindoline derivatives 3 react with 4-aminophenol and the mono- and bis-phenol-Mannich-bases 6 to yield the 10 H-indolo[3,2-b]quinoline-11-ylamines 4 and 7. The amodiaquine analogue 7a as the best of all compounds shows a comparable activity with choroquine and inhibits a multiresistant Plasmodium falciparum strain at the same concentration. Compound 7e from the cycloquine-type was selected for an in vivo antitumor screening programme.