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Facile and efficient synthesis of quinazoline-2,4(1H,3H)-diones through sequential hydrogenation condensation

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journal contribution
posted on 2018-03-27, 01:00 authored by Peng-Xu Wang, Ya-Nan Wang, Zi-Yun Lin, Gang Li, Hai-Hong Huang

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.

Funding

This work was supported by the National Natural Science Foundation of China under Grant 81703362; CAMS Innovation Fund for Medical Sciences under Grant CAMS-2016-I2M-1-010; and Fundamental Scientific Research Fund of Chinese Academy of Medical Sciences under Grant 2016ZX350030.

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