Bismuth(III) nitrate catalyzed one-pot synthesis of 3,4-dihydro-pyrimidin-2-(1H)-ones:: an improved protocol for the Biginelli reaction

被引:33
作者
Chari, MA [1 ]
Shobha, D [1 ]
Kumar, TK [1 ]
Dubey, PK [1 ]
机构
[1] JNT Univ, Dept Chem, Hyderabad 500072, Andhra Pradesh, India
关键词
dihydropyrimidinones; Biginelli reaction; bismuth (III) nitrate;
D O I
10.3998/ark.5550190.0006.f11
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient synthesis of 3,4- dihydropyrimidinones ( DHPMs) using bismuth ( III) nitrate as a catalyst for the first time from an aldehyde, beta- keto ester and urea in acetonitrile is described. Compared to the classical Biginelli reaction conditions, this new method consistently has the advantage of excellent yields ( 80- 93%) and short reaction time ( 1.5- 2.5 hours) at room temperature.
引用
收藏
页码:74 / 80
页数:7
相关论文
共 47 条
  • [41] Bismuth nitrate-catalyzed versatile Michael reactions
    Srivastava, N
    Banik, BK
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (06) : 2109 - 2114
  • [42] Lanthanide triflate catalyzed one-pot synthesis of dihydropyrimidin-2(1H)-thiones by a three-component of 1,3-dicarbonyl compounds, aldehydes, and thiourea using a solvent-free Biginelli condensation
    Wang, LM
    Qian, CT
    Tian, H
    Ma, Y
    [J]. SYNTHETIC COMMUNICATIONS, 2003, 33 (09) : 1459 - 1468
  • [43] Synthesis and revision of the relative configuration of fudecalone
    Watanabe, H
    Yamaguchi, T
    Furuuchi, T
    Kitahara, T
    [J]. TETRAHEDRON LETTERS, 2001, 42 (05) : 917 - 919
  • [44] A SOLID-PHASE PROTOCOL OF THE BIGINELLI DIHYDROPYRIMIDINE SYNTHESIS SUITABLE FOR COMBINATORIAL CHEMISTRY
    WIPF, P
    CUNNINGHAM, A
    [J]. TETRAHEDRON LETTERS, 1995, 36 (43) : 7819 - 7822
  • [45] Ultrasound-accelerated synthesis of 3,4-dihydropyrimidin-2(1H)-ones with ceric ammonium nitrate
    Yadav, JS
    Reddy, BVS
    Reddy, KB
    Raj, KS
    Prasad, AR
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2001, (16): : 1939 - 1941
  • [46] LiClO4-catalyzed one-pot synthesis of dihydropyrimidinones:: An improved protocol for Biginelli reaction
    Yadav, JS
    Reddy, BVS
    Srinivas, R
    Venugopal, C
    Ramalingam, T
    [J]. SYNTHESIS-STUTTGART, 2001, (09): : 1341 - 1345
  • [47] Yadav JS, 2000, J CHEM RES, P354