Metal- and Oxidant-Free Synthesis of Quinazolinones from 尾-Ketoesters with o-Aminobenzamides via Phosphorous Acid-Catalyzed Cyclocondensation and Selective C鈥揅 Bond Cleavage
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- 作者：Zhongwen Li ; Jianyu Dong ; Xiuling Chen ; Qiang Li ; Yongbo Zhou ; Shuang-Feng Yin
- 刊名：Journal of Organic Chemistry
- 出版年：2015
- 出版时间：October 2, 2015
- 年：2015
- 卷：80
- 期：19
- 页码：9392-9400
- 全文大小：535K
- ISSN：1520-6904
文摘
A general and efficient phosphorous acid-catalyzed cyclocondensation of 尾-ketoesters with o-aminobenzamides via selective C鈥揅 bond cleavage leading to quinazolinones is developed. This reaction proceeds smoothly under metal- and oxidant-free conditions, giving both 2-alkyl- and 2-aryl-substituted quinazolinones in excellent yields. This strategy can also be applied to the synthesis of other N-heterocycles, such as benzimidazoles and benzothiazoles.