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Synthesis 2008(3): 358-362
DOI: 10.1055/s-2008-1032032
DOI: 10.1055/s-2008-1032032
PAPER
© Georg Thieme Verlag Stuttgart · New York
A Convenient Synthesis of 5- and 6-Substituted 2-Phenyl-3H-pyrimidin-4-ones
Further Information
Received
22 August 2007
Publication Date:
10 January 2008 (online)
Publication History
Publication Date:
10 January 2008 (online)
Abstract
A simple and convenient one-pot procedure for the synthesis of 5- and 6-substituted 2-phenyl-3H-pyrimidin-4-ones by the condensation of 4-alkoxy-1,1,1-trichloroalk-3-en-2-ones with benzamidine hydrochloride is described.
Key words
pyrimidines - 2-phenylpyrimidin-4-ones - trichloromethylated enones - benzamidine hydrochloride - Sildenafil
- 1
Murphy R.Kung HF.Kung M.Billings J. J. Med. Chem. 1990, 33: 171 -
2a
Langtry HD.Markham A. Drugs 1999, 57: 967 -
2b
Moreland RB.Goldstein I.Kim NN.Traish A. Trends Endocrinol. Metab. 1999, 44: 153 - 3
Akazome M.Kondo T.Watanabe Y. J. Mol. Catal. 1993, 80: 383 - 4
Burdeska K.Fuhrer H.Kabas G.Siergrist AE. Helv. Chim. Acta 1981, 64: 113 -
5a
Katritzky AR.Yousaf TI. Can. J. Chem. 1986, 64: 2087 -
5b
Hamper BC.Gan KZ.Owen TJ. Tetrahedron Lett. 1999, 40: 4973 - 6
Marsura A.Luu Duc C. Synthesis 1982, 595 - 7
Kato T.Chiba T.Sasaki M. Heterocycles 1981, 16: 577 - 8
Gallemaers J.-P.Christophe D.Promel R. Tetrahedron Lett. 1976, 693 - 9
Yamamoto Y.Ohnishi S.Azuma Y. Chem. Pharm. Bull. 1983, 31: 1929 - 10
Hirai Y.Egawa H.Shoko Y.Yamazaki T. Heterocycles 1983, 20: 1243 -
11a
Tice CM.Bryman LM. Tetrahedron 2001, 57: 2689 -
11b
Chang LCW.Spangersberg RF.von Frijtag Drabbe Künzel JK.Mulder-Krieger T.van den Hout G.Beukers MW.Brussee J.Ijzerman AP. J. Med. Chem. 2004, 47: 6529 - 12
Hamper BC.Gan KZ.Owen TJ. Tetrahedron Lett. 1999, 40: 4973 - 13
Colla A.Martins MAP.Clar G.Krimmer S.Fisher P. Synthesis 1991, 483 -
14a
Martins MAP.Siqueira GM.Flores AFC.Clar G.Zanatta N. Quím. Nova 1994, 17: 24 -
14b
Martins MAP.Bastos GP.Bonacorso HG.Zanatta N.Flores AFC.Siqueira GM. Tetrahedron Lett. 1999, 40: 4309 - 15
Zanatta N.Barichello R.Pauletto M.Bonacorso HG.Martins MAP. Tetrahedron Lett. 2003, 44: 961 - 16
Martins MAP.Pereira CMP.Beck P.Machado P.Moura S.Teixeira MVM.Bonacorso HG.Zanatta N. Tetrahedron Lett. 2003, 44: 6669 - 17
Zanatta N.Faoro D.Silva SC.Bonacorso HG.Martins MAP. Tetrahedron Lett. 2004, 45: 5689 - 18
Martins MAP.Emmerich D.Beck P.Cunico W.Pereira CMP.Sinhorin AP.Brondani S.Peres RL.Teixeira MVM.Bonacorso HG.Zanatta N. Synth. Commun. 2004, 34: 1915 - 19
Zanatta N.Flores DC.Amaral SS.Bonacorso HG.Martins MAP.Flores AFC. Synlett 2005, 3079 - 20
Zanatta N.Flores DC.Madruga CC.Flores AFC.Bonacorso HG.Martins MAP. Tetrahedron Lett. 2006, 47: 573 - 21
Martins MAP.Cunico W.Pereira CMP.Sinhorin AP.Flores AFC.Bonacorso HG.Zanatta N. Curr. Org. Synth. 2004, 1: 391 - 22
Zanatta N.Cortelini MFM.Carpes MJS.Bonacorso HG.Martins MAP. J. Heterocycl. Chem. 1997, 34: 509 - 23
Zanatta N.Flores DC.Madruga CC.Flores AFC.Bonacorso HG.Martins MAP. Tetrahedron Lett. 2006, 47: 573 - 24
Zanatta N.Fagundes MB.Ellensohn R.Marques M.Bonacorso HG.Martins MAP. J. Heterocycl. Chem. 1998, 35: 451 - 25
Zanatta N.Faoro D.Silva SC.Bonacorso HG.Martins MAP. Tetrahedron Lett. 2004, 45: 5689