One-step synthesis of 4,5-disubstituted pyrimidines using commercially available and inexpensive reagents

被引：0
|
作者：
Baran, Phil S. [1 ]
Shenvi, Ryan A. [1 ]
Nguyen, Steven A. [1 ]
机构：
[1] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
来源：
HETEROCYCLES | 2006年 / 70卷
关键词：
pyrimidine; synthesis; chartelline; formamidine; natural product;
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
4,5-Disubstituted pyrimidines are synthesized from the corresponding ketone in one-step using inexpensive reagents (formamidine acetate, n-propanol, heat). Contrasted to other methods, this process appears quite amenable to large-scale use in industrial settings.
引用
收藏
页码：581 / +
页数：7
相关论文
共 50 条
  • [1] A ONE-STEP SYNTHESIS OF 2,4-DISUBSTITUTED PYRIMIDO[4,5-D]PYRIMIDINES
    DELIA, TJ
    NIEDZINSKI, J
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1986, 192 : 60 - ORGN
  • [2] ONE-STEP SYNTHESIS OF THIAZOLO[4,5-D]PYRIMIDINES
    AHLUWALIA, VK
    SHASHIBALA
    AGGARWAL, R
    CHANDRA, R
    [J]. INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1989, 28 (11): : 964 - 965
  • [3] SYNTHESIS OF 4,5-DISUBSTITUTED IMIDAZOLES
    KAVADIAS, G
    LUH, B
    SAINTONGE, R
    [J]. CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1982, 60 (06): : 723 - 729
  • [4] SYNTHESIS OF A REPRESENTATIVE CIS-TRANS PAIR OF 4,5-DISUBSTITUTED CYCLOPENTENYLLITHIUM REAGENTS
    BARTH, W
    PAQUETTE, LA
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (14): : 2438 - 2443
  • [5] A one-step synthesis of tricyclic pyrimidines
    Bauer, Mirko
    Spange, Stefan
    [J]. ARKIVOC, 2012, : 38 - 48
  • [6] Preparation of 4,5-disubstituted pyrimidines: Ring substitution of 5-mesyloxymethylpyrimidines
    Sard, H
    Gonzalez, MD
    Mahadevan, A
    McKew, J
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (26): : 9261 - 9264
  • [7] An efficient method for the synthesis of 4,5-disubstituted catechols
    Ma, TL
    Kojima, T
    Matsuda, Y
    [J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2000, 73 (03) : 747 - 748
  • [8] SYNTHESIS OF 4,5-DISUBSTITUTED IMIDAZOLINONES-2
    ZAVYALOV, SI
    KULIKOVA, LB
    DOROFEEVA, OV
    [J]. BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1989, 38 (07): : 1480 - 1483
  • [9] SYNTHESIS OF 4,5-DISUBSTITUTED 2-ARYLAZOIMIDAZOLES
    SALWINSKA, E
    SUWINSKI, J
    [J]. POLISH JOURNAL OF CHEMISTRY, 1979, 53 (11) : 2339 - 2342
  • [10] Convenient synthesis of 4-amino-3,5-disubstituted pyrazoles in one-step from the corresponding diketo oximes
    Majid, T
    Hopkins, CR
    Pedgrift, B
    Collar, N
    [J]. TETRAHEDRON LETTERS, 2004, 45 (10) : 2137 - 2139
12345