Chemoselective synthesis of quinoxalines and benzimidazoles by silica gel catalysis
作者:Chunmei Li、Furen Zhang、Zhen Yang、Chenze Qi
DOI:10.1016/j.tetlet.2014.08.022
日期:2014.10
Treatment of nitroolefins and o-phenylenediamine with silica gel catalyst produced quinoxalines mainly in THF, but gave benzimidazoles efficiently in water. Such a solvent-dependent chemoselective reaction has prominent features of affording two cyclized products selectively with the same substrate, short reaction time, operational simplicity, as well as available starting materials and nontoxic catalysts. In addition, the scope and limitations were explored and a plausible reaction mechanism is proposed. (C) 2014 Elsevier Ltd. All rights reserved.