Mandal Subhro, Pramanik Animesh
Department of Chemistry, University of Calcutta, 92, A. P. C. Road, Kolkata 700009, India.
J Org Chem. 2021 Apr 2;86(7):5047-5064. doi: 10.1021/acs.joc.0c02973. Epub 2021 Mar 12.
A -TsOH-mediated one-pot, three-component methodology has been developed for the synthesis of pyrrolo/indolo[1,2-]quinoxalines substituted with -biphenylester/-arylcarbamate/-arylurea at the C-4 position under open-air heating conditions. The protocol offers a transition-metal-free and external oxidant-free solvent-mediated pathway to afford a library of diversely substituted quinoxalines in moderate to good yields. Various water-miscible aliphatic alcohols and amines participate in the reactions both as solvent as well as reactant. X-ray crystal structure analysis suggests that some of the suitably substituted quinoxalines may exhibit atropisomerism at room temperature.
已开发出一种由对甲苯磺酸介导的一锅三组分方法，用于在露天加热条件下合成在C-4位被联苯酯/芳基氨基甲酸酯/芳基脲取代的吡咯并/吲哚并[1,2 - ]喹喔啉。该方案提供了一种无过渡金属和无外部氧化剂的溶剂介导途径，以中等至良好的产率提供各种取代的喹喔啉库。各种与水混溶的脂肪醇和胺既作为溶剂又作为反应物参与反应。X射线晶体结构分析表明，一些适当取代的喹喔啉在室温下可能表现出阻转异构现象。
