Chemoselective synthesis of quinoxalines and benzimidazoles by silica gel catalysis |
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| Authors: | Chunmei Li Furen ZhangChenze Qi |
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| Affiliation: | Zhejiang Key Laboratory of Alternative Technologies for Fine Chemicals Process, Shaoxing University, Shaoxing, Zhejiang Province 312000, China |
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| Abstract: | 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. |
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| Keywords: | Nitroolefins Solvent-dependent reaction Silica gel Quinoxaline Benzimidazole |
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