A Simple and Environmentally Benign Protocol for Biginelli Reactions Catalyzed by Silica-Bonded S-Sulfonic Acid

doi:10.1016/S1872-2067(11)60432-4

催化学报 ›› 2012, Vol. 33 ›› Issue (9): 1542-1545.DOI: 10.1016/S1872-2067(11)60432-4

A Simple and Environmentally Benign Protocol for Biginelli Reactions Catalyzed by Silica-Bonded S-Sulfonic Acid

Mahmood TAJBAKHSH1,*, Yousef RANJBAR2, Abdolhosein MASUODI2, Samad KHAKSAR3

1Chemistry Department, University of Mazandaran, PO Box 453, Babolsar, Iran; 2Chemistry Department, Payame Noor University, PO Box 4697, Tehran, Iran; 3Chemistry Department, Islamic Azad University, Ayatollah Amoli Branch, PO Box 678, Amol, Iran

收稿日期:2012-02-20 修回日期:2012-07-11 出版日期:2012-09-11 发布日期:2012-09-11

A Simple and Environmentally Benign Protocol for Biginelli Reactions Catalyzed by Silica-Bonded S-Sulfonic Acid

Mahmood TAJBAKHSH1,*, Yousef RANJBAR2, Abdolhosein MASUODI2, Samad KHAKSAR3

1Chemistry Department, University of Mazandaran, PO Box 453, Babolsar, Iran; 2Chemistry Department, Payame Noor University, PO Box 4697, Tehran, Iran; 3Chemistry Department, Islamic Azad University, Ayatollah Amoli Branch, PO Box 678, Amol, Iran

Received:2012-02-20 Revised:2012-07-11 Online:2012-09-11 Published:2012-09-11

摘要/Abstract

摘要： A protocol for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones and -thiones was developed by means of a three-component condensation of an aldehyde, a β-dicarbonyl compound, and urea or thiourea in acetic acid catalyzed by silica-bonded S-sulfonic acid. Compared to the classical Biginelli reaction conditions, this new protocol has the advantages of consistently excellent yields and short reaction times. After the reaction, the catalyst could be recovered easily and reused with little change in its activity.

关键词: Biginelli reaction, silica-bonded S-sulfonic acid, dihydropyrimidinone

Abstract: A protocol for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones and -thiones was developed by means of a three-component condensation of an aldehyde, a β-dicarbonyl compound, and urea or thiourea in acetic acid catalyzed by silica-bonded S-sulfonic acid. Compared to the classical Biginelli reaction conditions, this new protocol has the advantages of consistently excellent yields and short reaction times. After the reaction, the catalyst could be recovered easily and reused with little change in its activity.

Key words: Biginelli reaction, silica-bonded S-sulfonic acid, dihydropyrimidinone

Mahmood TAJBAKHSH, Yousef RANJBAR, Abdolhosein MASUODI, Samad KHAKSAR. A Simple and Environmentally Benign Protocol for Biginelli Reactions Catalyzed by Silica-Bonded S-Sulfonic Acid[J]. 催化学报, 2012, 33(9): 1542-1545.

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A Simple and Environmentally Benign Protocol for Biginelli Reactions Catalyzed by Silica-Bonded S-Sulfonic Acid

A Simple and Environmentally Benign Protocol for Biginelli Reactions Catalyzed by Silica-Bonded S-Sulfonic Acid

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