Microwave Irradiation Assisted Selective Synthesis of 4,6-Diaryl-3,4- dihydropyrimidin-2(1H)-ones and Pyrimidin-2(1H)-ones

doi:10.6023/cjoc1111281

Chin. J. Org. Chem. ›› 2012, Vol. 32 ›› Issue (06): 1108-1111.DOI: 10.6023/cjoc1111281 Previous Articles Next Articles

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微波辐射促进选择性合成4,6-二芳基-3,4-二氢嘧啶-2(1H)-酮和嘧啶-2(1H)-酮

安琳, 张玲, 郑友广, 薛运生, 牟杰, 刘玲, 刘毅

徐州医学院药学院徐州 221004

收稿日期:2011-11-28 修回日期:2011-12-22 发布日期:2012-02-04
通讯作者: 刘毅 E-mail:anlinhx@sina.com
基金资助:
江苏省高校自然科学基金(No. 11KJB350005)、徐州医学院药学院院长基金(No. 2010YKJ008)、江苏高校优势学科建设工程、徐州市科技计划(Nos.XF11C062, XZZD1055)资助项目.

Microwave Irradiation Assisted Selective Synthesis of 4,6-Diaryl-3,4- dihydropyrimidin-2(1H)-ones and Pyrimidin-2(1H)-ones

An Lin, Zhang ling, Zheng Youguang, Xue Yunsheng, Mou Jie, Liu Ling, Liu Yi

School of Pharmacy, Xuzhou Medical College, Xuzhou 221004

Received:2011-11-28 Revised:2011-12-22 Published:2012-02-04
Supported by:
Project supported by the Natural Science Foundation of the Jiangsu Higher Education Institutions of China (No. 11KJB350005), the Presidential Foundation of Xuzhou Medical College of China (No. 2010YKJ008), the Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD), and the Natural Science Foundation of Xuzhou City (Nos. XF11C062, XZZD1055).

Under microwave irradiation, the three-component reaction of aromatic aldehydes, substituted acetophenones and urea in N,N-dimethyl formamide (DMF) resulted in 4,6-diaryl-3,4-dihydro-pyrimidin-2(1H)-ones in 68%～84% yields. In the presence of chlorotrimethylsilane, the three-component reactions gave the corresponding dehydrogenated 4,6-diarylpyrimidin- 2(1H)-ones in satisfactory yields (66%～87%). This method of microwave irradiation for the preparation of 4,6-diaryl pyrimidin-2(1H)-ones was simple, efficient and reaction time-saving.

Key words: pyrimidinone, 3,4-dihydropyrimidinone, microwave synthesis, multicomponent reaction, Biginelli reaction

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An Lin, Zhang ling, Zheng Youguang, Xue Yunsheng, Mou Jie, Liu Ling, Liu Yi. Microwave Irradiation Assisted Selective Synthesis of 4,6-Diaryl-3,4- dihydropyrimidin-2(1H)-ones and Pyrimidin-2(1H)-ones[J]. Chin. J. Org. Chem., 2012, 32(06): 1108-1111.

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微波辐射促进选择性合成4,6-二芳基-3,4-二氢嘧啶-2(1H)-酮和嘧啶-2(1H)-酮

Microwave Irradiation Assisted Selective Synthesis of 4,6-Diaryl-3,4- dihydropyrimidin-2(1H)-ones and Pyrimidin-2(1H)-ones

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