• Title/Summary/Keyword: 3,4-Dihydropyrimidin-2(1H)-ones

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Novel and Chemoselective Dehydrogenation of 3,4-Dihydropyrimidin-2(1H)-ones with 1,4-Bis(triphenylphosphonium)-2-butene Peroxodisulfate

  • Gorjizadeh, Maryam
    • Bulletin of the Korean Chemical Society
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    • v.34 no.6
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    • pp.1751-1754
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    • 2013
  • 3,4-Dihydropyrimidin-2(1H)-ones were efficiently converted into the corresponding pyrimidin-2(1H)-ones in high yields within a short period of time on treatment with aqueous acetonitrile using 1,4-bis(triphenylphosphonium)-2-butene peroxodisulfate. Chemoselective oxidation of 3,4-dihydropyrimidin in the presence of other oxidizable functional groups was also achieved by this reagent.

A Convenient One-Pot Biginelli Reaction Catalyzed by Y(OAc)3: An Improved Protocol for the Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones and Their Sulfur Analogues

  • Aridoss, Gopalakrishnan;Jeong, Yeon-Tae
    • Bulletin of the Korean Chemical Society
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    • v.31 no.4
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    • pp.863-868
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    • 2010
  • Yttrium(III) acetate hydrate-catalyzed novel synthesis of 3,4-dihydropyrimidin-2(1H)-(thio)one derivatives was achieved through one-pot three-component condensation of diversified aldehydes, $\beta$-ketoesters and urea or N-methylurea or thiourea with a molar ratio of 1:1:1.4. In comparison to the classical Biginelli approach, this catalytic method has the advantages of short reaction time and improved product yield.

1,3-Dichloro-5,5-dimethylhydantoin as a Novel and Efficient Homogeneous Catalyst in Biginelli Reaction

  • Hojati, Seyedeh Fatemeh;Gholizadeh, Mostafa;Haghdoust, Mahnaz;Shafiezadeh, Fatemeh
    • Bulletin of the Korean Chemical Society
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    • v.31 no.11
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    • pp.3238-3240
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    • 2010
  • A new and efficient method for the preparation of substituted 3,4-dihydropyrimidin-2(1H)-ones via Biginelli synthesis using catalytic amounts of 1,3-dichloro-5,5-dimethylhydantoin is presented. Short reaction times, easy work-up, high yields of products and stability, easy-handling, non-toxicity and cheapness of the catalyst are noteworthy advantages of the present work.

Silica Gel-Supported Polyphosphoric Acid (PPA-SiO2) Catalyzed One-Pot Multi-Component Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones and -thiones: An Efficient Method for the Biginelli Reaction

  • Zeinali-Dastmalbaf, Mohsen;Davoodnia, Abolghasem;Heravi, Majid M.;Tavakoli-Hoseini, Niloofar;Khojastehnezhad, Amir;Zamani, Hassan Ali
    • Bulletin of the Korean Chemical Society
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    • v.32 no.2
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    • pp.656-658
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    • 2011
  • A green and efficient method for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones and -thiones through one-pot three-component reaction of ethyl acetoacetate, an aryl aldehyde, and urea or thiourea in acetonitrile using silica gel-supported polyphosphoric acid (PPA-$SiO_2$) as catalyst is described. Compared to the classical Biginelli reaction conditions, the present methodology offers several advantages such as high yields, relatively short reaction times, mild reaction condition and a recyclable catalyst with a very easy work up.

Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones Using HClO4-SiO2 as a Heterogeneous and Recyclable Catalyst

  • Maheswara, Muchchintala;Oh, Sang-Hyun;Kim, Ke-Tack;Do, Jung-Yun
    • Bulletin of the Korean Chemical Society
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    • v.29 no.9
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    • pp.1752-1754
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    • 2008
  • A simple and efficient synthesis of 3,4-dihydropyrimidinones or thiones is described, using silica-supported perchloric acid ($HClO_4-SiO_2$) as a heterogeneous catalyst from an aldehyde, $\beta$-dicarbonyl compound, and urea or thiourea under solvent-free conditions. Compared to the classical Biginelli reactions, this method consistently has the advantage of high yields, short reaction time, easy separation, and tolerance towards various functional groups.