Sulfonated Carbon Catalyzed Biginelli Reaction for One-Pot Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones and -thiones

doi:10.1016/S1872-2067(11)60377-X

催化学报 ›› 2012, Vol. 33 ›› Issue (4): 706-710.DOI: 10.1016/S1872-2067(11)60377-X

Sulfonated Carbon Catalyzed Biginelli Reaction for One-Pot Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones and -thiones

Maryam MOGHADDAS1, Abolghasem DAVOODNIA1,*, Majid M. HERAVI2, Niloofar TAVAKOLI-HOSEINI1

1Department of Chemistry, Mashhad Branch, Islamic Azad University, Mashhad, Iran; 2Department of Chemistry, School of Sciences, Alzahra University, Vanak, Tehran, Iran

收稿日期:2011-10-19 修回日期:2012-02-19 出版日期:2012-04-13 发布日期:2015-09-09

Sulfonated Carbon Catalyzed Biginelli Reaction for One-Pot Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones and -thiones

Maryam MOGHADDAS1, Abolghasem DAVOODNIA1,*, Majid M. HERAVI2, Niloofar TAVAKOLI-HOSEINI1

1Department of Chemistry, Mashhad Branch, Islamic Azad University, Mashhad, Iran; 2Department of Chemistry, School of Sciences, Alzahra University, Vanak, Tehran, Iran

Received:2011-10-19 Revised:2012-02-19 Online:2012-04-13 Published:2015-09-09

摘要/Abstract

摘要： A sulfonated carbon material was shown to be a highly efficient, eco-friendly, and recyclable solid acid catalyst for the Biginelli reaction of β-ketoester, aldehyde, and urea or thiourea under solvent-free conditions. It gave 3,4-dihydropyrimidin-2(1H)-ones and -thiones in good to excellent yields. This method has the advantages of a simple procedure with easy work-up, short reaction time, and high yields. The catalyst can be recycled after a simple work-up and was reused four times without substantial reduction in activity.

关键词: sulfonated carbon, solid acid, Biginelli reaction, heterogeneous catalysis, solvent-free condition

Abstract: A sulfonated carbon material was shown to be a highly efficient, eco-friendly, and recyclable solid acid catalyst for the Biginelli reaction of β-ketoester, aldehyde, and urea or thiourea under solvent-free conditions. It gave 3,4-dihydropyrimidin-2(1H)-ones and -thiones in good to excellent yields. This method has the advantages of a simple procedure with easy work-up, short reaction time, and high yields. The catalyst can be recycled after a simple work-up and was reused four times without substantial reduction in activity.

Key words: sulfonated carbon, solid acid, Biginelli reaction, heterogeneous catalysis, solvent-free condition

Maryam MOGHADDAS, Abolghasem DAVOODNIA, Majid M. HERAVI, Niloofar TAVAKOLI-HOSEINI. Sulfonated Carbon Catalyzed Biginelli Reaction for One-Pot Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones and -thiones[J]. 催化学报, 2012, 33(4): 706-710.

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参考文献

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Sulfonated Carbon Catalyzed Biginelli Reaction for One-Pot Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones and -thiones

Sulfonated Carbon Catalyzed Biginelli Reaction for One-Pot Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones and -thiones

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