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Protic ionic liquids-promoted efficient synthesis of quinazolines from 2-aminobenzonitriles and CO2 at ambient conditions

Journal 2016 · IF 4.764 · 发表于 2016 年 3 月 17 日
作者: Xian-Dong Lang,Yi-Chen Yu,Zheng-Ming Li,Liang-Nian He
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摘要

Despite recent renaissance of CO 2 chemistry, transformation of CO 2 at ambient conditions remains still of great challenge. In this work, an easily prepared protic ionic liquid e.g. 1,1,3,3-tetramethylguanidinium imidazolide [HTMG][Im] was developed as highly efficient, recyclable and bifunctional catalyst for the carboxylative cyclization of 2-aminobenzonitriles with CO 2 at atmospheric pressure and room temperature. The catalytic protocol was found to be applicable to various 2-aminobenzonitriles bearing electron-withdrawing or electron-donating substituents, affording the corresponding quinazoline-2,4(1H,3H)-diones in moderate to excellent yields. In addition, the catalyst could be conveniently recovered and reused for five cycles with almost consistent activity. Consequently, this process represents an alternative approach for the efficient and greener chemical fixation of CO 2 to afford valuable heterocycles.