Transition metal free synthesis of 2,4,6-trisubstituted pyrimidines via Cope-type hydroamination of 1,4-diarylbuta-1,3-diynes

被引：13
作者：
Singha, Raju [1 ]
Ray, Jayanta K. [1 ]
机构：
[1] Indian Inst Technol, Dept Chem, Kharagpur 721302, W Bengal, India
来源：
RSC ADVANCES | 2014年 / 4卷 / 83期
关键词：
ALKYNES; 1,3-DIALKYNES; DERIVATIVES; NITRILES; ACID;
D O I：
10.1039/c4ra07690g
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
We have developed an efficient and transition metal free methodology for the synthesis of 2,4,6-trisubstituted pyrimidines by the Cope-type hydroamination reaction of 1,4-diarylbuta-1,3-diynes with amidines in DMSO solvent.
引用
收藏
页码：44052 / 44055
页数：4
相关论文
共 30 条
  • [1] Synthesis of 2,4,6-trisubstituted pyrimidines as antimalarial agents
    Agarwal, A
    Srivastava, K
    Puri, SK
    Chauhan, PMS
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2005, 13 (15) : 4645 - 4650
  • [2] Synthesis of Densely Substituted Pyrimidine Derivatives
    Ahmad, Omar K.
    Hill, Matthew D.
    Movassaghi, Mohammad
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (21) : 8460 - 8463
  • [3] A novel and efficient Lewis acid catalysed preparation of pyrimidines:: Microwave-promoted reaction of urea and β-formyl enamides
    Barthakur, Madan G.
    Borthakur, Moyurima
    Devi, Prarthana
    Saikia, Chandan J.
    Saikia, Anil
    Bora, Utpal
    Chetia, Apurba
    Boruah, Romesh C.
    [J]. SYNLETT, 2007, (02) : 223 - 226
  • [4] Intermolecular cope-type hydroamination of alkenes and alkynes
    Beauchemin, Andre M.
    Moran, Joseph
    Lebrun, Marie-Eve
    Seguin, Catherine
    Dimitrijevic, Elena
    Zhang, Lili
    Gorelsky, Serge I.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (08) : 1410 - 1413
  • [5] Brown D. J., 2008, PYRIMIDINES, V52
  • [6] Intermolecular Cope-type hydroamination of alkynes using hydrazines
    Cebrowski, Pamela H.
    Roveda, Jean-Gregoire
    Moran, Joseph
    Gorelsky, Serge I.
    Beauchemin, Andre M.
    [J]. CHEMICAL COMMUNICATIONS, 2008, (04) : 492 - 493
  • [7] Platinum catalysed hydrolytic amidation of unactivated nitriles
    Cobley, CJ
    van den Heuvel, M
    Abbadi, A
    de Vries, JG
    [J]. TETRAHEDRON LETTERS, 2000, 41 (14) : 2467 - 2470
  • [8] SYNTHESIS OF 5,6-DIHYDROXY-2-PHENYL-4-PYRIMIDINECARBOXYLIC ACID, METHYL-ESTER, A CORRECTED STRUCTURE
    CULBERTSON, TP
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1979, 16 (07) : 1423 - 1424
  • [9] Platinum-catalysed synthesis of trichloroamidines
    Dunsford, Jay J.
    Camp, Jason E.
    [J]. TETRAHEDRON LETTERS, 2013, 54 (34) : 4522 - 4523
  • [10] Access to Saturated Fused Pyrimidine Derivatives via a Flexible N-Vinyl Tertiary Enamide Synthesis
    Estrada, Anthony A.
    Lyssikatos, Joseph P.
    St-Jean, Frederic
    Bergeron, Philippe
    [J]. SYNLETT, 2011, (16) : 2387 - 2391
123