Facile and efficient synthesis of quinazoline-2,4(1H,3H)-diones through sequential hydrogenation condensation |
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Authors: | Peng-Xu Wang Ya-Nan Wang Zi-Yun Lin Hai-Hong Huang |
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Institution: | 1. State Key Laboratory of Bioactive Substances and Function of Natural Medicine, Institute of Materia Medica, Peking Union Medical College and Chinese Academy of Medical Sciences, Beijing, P. R. China;2. Beijing Key Laboratory of Active Substance Discovery and Druggability Evaluation, Institute of Materia Medica, Peking Union Medical College and Chinese Academy of Medical Sciences, Beijing, P. R. China |
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Abstract: | The heterocyclizations from various methyl (2-nitrobenzoyl)carbamates to substituted quinazoline-2,4(1H,3H)-diones under hydrogenation conditions were investigated in this study. In the presence of p-toluenesulfonic acid monohydrate in methanol, various quinazoline-2,4(1H, 3H)-diones were obtained in good to excellent yields within 12?h. The reaction was proposed to proceed through the cascade reactions of nitro reduction and condensation. |
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Keywords: | Cascade reaction heterocyclization hydrogenation condensation quinazoline-2 4(1H 3H)-dione |
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