从异吲哚中合成 6-取代的 6H-吲哚并[2,3-b]喹啉。
Synthesis of 6-Substituted 6H-Indolo[2,3-b]quinolines from Isoindigos.
机构信息
Hubei Collaborative Innovation Center for Rare Metal Chemistry, Hubei Key Laboratory of Pollutant Analysis and Reuse Technology, Hubei Normal University , Huangshi 435002, People's Republic of China.
出版信息
Org Lett. 2017 Jan 6;19(1):186-189. doi: 10.1021/acs.orglett.6b03484. Epub 2016 Dec 12.
A facile approach to 6-aryl/alkyl substituted 6H-indolo[2,3-b]quinolines from mono-N-substituted isoindigo derivatives in the presence of SnCl·2HO in acid media is described. Pyrrole and pyridine rings are synchronously constructed in one pot for these tetracyclic molecules. A plausible reduction/hydrolysis/decarboxylation/cyclization/aromatization domino reaction mechanism is proposed. Bis-N-substituted isoindigo only gives the corresponding reduction product, 3,3'-bioxindole.
本文描述了一种在酸性介质中用 SnCl·2HO 作催化剂，由单 N-取代异吲哚啉衍生物制备 6-芳基/烷基取代的 6H-吲哚并[2,3-b]喹啉的简便方法。该方法一锅法构建了吡咯和吡啶环，为这些四环分子的构建提供了新方法。提出了一个可能的还原/水解/脱羧/环化/芳构化多米诺反应机理。双 N-取代异吲哚啉只能得到相应的还原产物 3,3'-联吲哚。
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