Metal- and Oxidant-Free Synthesis of Quinazolinones from β-Ketoesters with o-Aminobenzamides via Phosphorous Acid-Catalyzed Cyclocondensation and Selective C-C Bond Cleavage
Zhongwen Li, Jianyu Dong, Xiuling Chen, Qiang Li, Yongbo Zhou* and Shuang-Feng Yin
*State Key Laboratory of Chemo/Biosensing and Chemometrics,
College of Chemistry and Chemical Engineering, Hunan University, Changsha,
410082, People's Republic of China, Email: zhouyb
hnu.edu.cn
Z. Li, J. Dong, X. Chen, Q. Li, Y. Zhou, S.-F. Yin, J. Org. Chem., 2015, 80, 9392-9400.
DOI: 10.1021/acs.joc.5b00937
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Abstract
A general and efficient phosphorous acid-catalyzed cyclocondensation of β-ketoesters with o-aminobenzamides provides 2-subsituted quinazolinones via selective C-C bond cleavage under metal- and oxidant-free conditions in excellent yields. This strategy can also be applied to the synthesis of other N-heterocycles, such as benzimidazoles and benzothiazoles.
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Key Words
ID: J42-Y2015
