91658-80-9Relevant academic research and scientific papers
Impact of substituents on the isatin ring on the reaction between isatins with ortho-phenylenediamine
Dowlatabadi, Reza,Khalaj, Ali,Rahimian, Sima,Montazeri, Maedeh,Amini, Mohsen,Shahverdi, Ahmadreza,Mahjub, Elham
, p. 1650 - 1658 (2011)
The reaction of different substituted isatins with ortho-phenylenediamine in acetic acid has been investigated. While electron-donor substituents on isatin shift the reaction toward classical 6H-indolo[2,3-b]quinoxaline ring closure, electron-withdrawing
Indoloquinoxaline as a terminal building block for the construction of π-conjugated small molecules relevant to organic electronics
Payne, Abby-Jo,McCahill, Jenny S.J.,Welch, Gregory C.
, p. 139 - 146 (2015)
Abstract Herein we introduce the π-conjugated organic building block, 8-bromo-indolo[2,3-b]quinoxaline (indoloquinoxaline, IQ), that combines both electron withdrawing and donating nitrogen atoms. It is accessible from low-cost starting materials through a straightforward and high yielding condensation reaction. In terms of materials design, indoloquinoxaline is suitable for use as a terminal unit; it can act as a planar extension of the π-conjugated system and is easily functionalized with aliphatic side-chains, which can alter material solubility and self-assembly processes. The indoloquinoxaline framework is highly versatile and can be readily derivatized considering the hundreds of commercially available indole and phenylenediamine starting materials. In this case, the indoloquinoxaline building block is neither strongly electron rich or deficient which allows for material optoelectronic properties to be largely dictated by the character of the molecular core, as shown through the incorporation of three different core units, a weak thiophene donor, a strong benzodithiophene donor and an isoindigo acceptor.
Facile synthesis of quinoxaline annulated perfluoroalkylated benzoazepine derivatives
Liu, Gang,Sun, Xuechun,Chen, Ling,Wu, Yueci,Han, Jing,Chen, Jie,Deng, Hongmei,Shao, Min,Zhang, Hui,Cao, Weiguo
, p. 108154 - 108157 (2016/11/30)
Novel perfluoroalkylated benzoazepinoquinoxaline derivatives were synthesized by consecutive intermolecular Michael addition and intramolecular cyclization from 3-(2-aminophenyl)quinoxalin-2(1H)-ones and methyl perfluoroalk-2-ynoates in good yields. This
REACTION OF o-PHENYLENEDIAMINE WITH ISATINS
Ivashchenko, A. V.,Drushlyak, A. G.,Titov, V. V.
, p. 537 - 542 (2007/10/02)
It is shown that the reaction of o-phenylenediamine with isatins in the general case leads to mixtures of indoloquinoxalines, 3-(2'-aminophenyl)-2(1H)-quinoxalinones, and spiro.Spiro2H-benzimidazole-2,3'-in
