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Synthesis 2004(8): 1239-1242
DOI: 10.1055/s-2004-822348
DOI: 10.1055/s-2004-822348
PAPER
© Georg Thieme Verlag Stuttgart · New York
N-Bromosuccinimide as an Almost Neutral Catalyst for Efficient Synthesis of Dihydropyrimidinones Under Microwave Irradiation
Further Information
Received
20 January 2004
Publication Date:
03 May 2004 (online)
Publication History
Publication Date:
03 May 2004 (online)
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Abstract
NBS has been used as a mild, efficient and almost neutral catalyst for the preparation of dihydropyrimidinones (DHPMs) and the corresponding thio-derivatives under microwave irradiation. By this method, a wide variety of DHPMs were synthesized in good to high yields.
Key words
N-bromosuccinimide - dihydropyrimidinones - microwave irradiation
-
1a
Cho H.Ueda M.Shima K.Mizuno A.Hayashimatsu M.Ohnaka Y.Takeuchi Y.Hamaguchi M.Aisaka K.Hidaka T.Kawai M.Takeda M.Ishihara T.Funahashi K.Satah F.Morita M.Noguchi T. J. Med. Chem. 1989, 32: 2399 -
1b
Atwal KS.Rovnyak GC.Kimball SD.Floyd DM.Moreland S.Swanson BN.Gougoutas JZ.Schwartz J.Smillie KM.Malley MF. J. Med. Chem. 1990, 33: 2629 -
1c
Rovnyak GC.Kimball SD.Beyer B.Cucinotta G.Dimarco JD.Gougoutas J.Hedberg AÓ.Malley M.McCarthy JP.Zhang R.Moreland S. J. Med. Chem. 1995, 38: 119 -
2a
Atwal KS.Swanson BN.Unger SE.Floyd DM.Moreland S.Hedberg AÓ.Reilly BC. J. Med. Chem. 1991, 34: 806 -
2b
Grover GJ.Dzwonczyk S.McMullen DM.Normadinam CS.Sleph PG.Moreland SJ. J. Cardiovasc. Pharmacol. 1995, 26: 289 - 3
Snider BB.Shi Z. J. Org. Chem. 1993, 58: 3823 -
4a
Patil AD.Kumar NV.Kokke WC.Bean MF.Freyer AJ.De Brosse C.Mai S.Truneh A.Faulkner DJ.Carte B.Breen AL.Hertzberg RP.Johnson RK.Westly JW.Potts BCM. J. Org. Chem. 1995, 60: 1182 -
4b
Rama Rao AV.Gujar MK.Vasudevan J. J. Chem. Soc., Chem. Commun. 1995, 1369 -
4c
Snider BB.Chen J.Patil AD.Freyer A. Tetrahedron Lett. 1996, 37: 6977 -
5a
Biginelli P. Gazz. Chem. Ital. 1893, 23: 360 -
5b For a review see also:
Kappe CO. Tetrahedron 1993, 49: 6937 - 6
Fu NY.Yuan YF.Cao Z.Wang SW.Wang JT.Peppe C. Tetrahedron 2002, 58: 4801 - 7
Ranu B.Hajra A.Jana U. J. Org. Chem. 2000, 65: 6270 - 8
Yadav JS.Reddy BVS.Srinivas R.Venugopal C.Ramalingam T. Synthesis 2001, 1341 -
9a
Lu J.Ma H. Synlett 2000, 63 -
9b
Lu J.Bai Y. Synthesis 2002, 466 - 10
Jin T.Zhang S.Li T. Synth. Commun. 2002, 32: 1847 - 11
Lu J.Bai Y.Wang Z.Yang B.Ma H. Tetrahedron Lett. 2000, 41: 9075 - 12
Varala R.Alam MM.Adapa SR. Synlett 2003, 67 - 13
Hu EH.Slider DR.Dolling U.-H. J. Org. Chem. 1998, 63: 3454 - 14
Kappe CO.Kumar D.Varma RS. Synthesis 1999, 1799 - 15
Hudlicky M. Oxidations in Organic Chemistry ACS Monograph 186; American Chemical Society; Washington, DC: 1990. - 16
Karimi B.Ebrahimian GR.Seradj H. Org. Lett. 1999, 1: 1737 - 17
Karimi B.Seradj H.Ebrahimian GR. Synlett 2000, 623 - 18
Karimi B.Seradj H.Tabaei MH. Synlett 2000, 1798 - 19
Karimi B.Seradj H.Maleki J. Tetrahedron 2002, 58: 4513 -
20a
Bandgar BP.Uppalla LS.Sadavarte VS. Synlett 2001, 11 -
20b
Kamal A.Chouhan G. Synlett 2002, 474 -
20c
Kamal A.Chouhan G.Ahmed K. Tetrahedron Lett. 2002, 43: 6947