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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 35, 2005 - Issue 20
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Original Articles

Scandium(III) Triflate as an Efficient and Reusable Catalyst for Synthesis of 3,4‐Dihydropyrimidin‐2(1H)‐ones

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Pages 2645-2651 | Received 18 May 2005, Published online: 22 Aug 2006

References

  • Rovnyak , G. C. , Kimball , S. D. , Beyer , B. , Cucinotta , G. , Dimarco , J. D. , Gougoutas , J. , Hedderg , A. , Malley , M. , MacCarthy , J. P. , Zhang , R. and Moreland , S. 1995 . Calcium entry blockers and activators: conformational and structural determinants of dihydropyrimidinones calcium channel modulators . J. Med. Chem. , 38 : 119
  • Atwal , K. S. , Rovnyak , G. C. , Kimball , S. D. , Floyd , D. M. , Moreland , S. , Swanson , B. , Gougoutas , S. J. , Schwartz , J. , Amillie , K. M. and Malley , M. F. 1990 . Dihydropyrimidines calcium channel blockers II. 3‐Substituted‐4‐aryl‐1,4‐dihydro‐6‐methyl‐5‐pyrimidinecarboxylic acid esters as potent mimics of dihydropyridines . J. Med. Chem. , 33 : 2629
  • Atwal , K. S. , Swanson , B. N. , Unger , S. E. , Floyd , D. M. , Moreland , S. , Hedderg , A. and O'Reilly , B. C. 1991 . Dihydropyrimidine calcium channel blockers. 3. 3‐Carbamoyl‐4‐aryl‐1,2,3,4‐tetrahydro‐6‐methyl‐5‐pyrimidinecarboxylic acid esters as orally effective antihypertensive agents . J. Med. Chem. , 34 : 806
  • Kappe , C. O. 1993 . 100 Years of Biginelli dihydropyrimidines synthesis . Tetrahedron , 49 : 6737
  • Snider , B. B. and Shi , Z. 1993 . Biomimetic synthesis of (.+−.)‐crambines A, B, C1, and C2. Revision of the structure of crambines B and C1 . J. Org. Chem. , 58 : 3828
  • Hu , E. H. , Sidler , D. R. and Dolling , U. 1998 . Unprecedented catalytic three‐component one‐pot condensation reaction: An efficient synthesis of 5‐alkoxycarbonyl‐4‐aryl‐3,4‐dihydropyrimidin‐2(1H)‐ones . J. Org. Chem. , 63 : 3454
  • Lu , J. and Ma , M. 2000 . Iron(III)‐catalyzed synthesis of dihydropyrimidinones . Synlett , : 63
  • Ranu , B. C. , Hajra , A. and Jana , H. 2000 . Indium(III) chloride–catalyzed one‐pot synthesis of dihydropyrimidinones by a three‐component coupling of 1,3‐dicarbonyl compounds, aldehydes, and urea: An improved procedure for the Biginelli reaction . J. Org. Chem. , 65 : 6270
  • Reddy , V. , Mahesh , M. , Raju , P. V. , Babu , T. and Reddy , V. V. 2002 . Zirconium(IV) chloride–catalyzed one‐pot synthesis of 3,4‐dihydropyrimidin‐2(1H)‐ones . Tetrahedron Lett. , 43 : 2657
  • Ramalinga , K. , Vijayalaxmi , P. and Kaimal , T. 2001 . Bismuth(III)–catalyzed synthesis of dihydropyrimidinones . Synlett , : 863
  • Kumar , A. K. , Kasthuraiah , M. , Reddy , S. C. and Reddy , C. D. 2001 . Mn(OAc)3 · 2H2O‐mediated three‐component one‐pot condensation reaction: An efficient synthesis of 4‐aryl‐substituted 3,4‐dihydropyrimidin‐2‐ones . Tetrahedron Lett. , 42 : 7873
  • Yadav , J. S. , Reddy , B. V. , Srinivas , R. , Venugopal , C. and Ramalingam , T. 2001 . LiClO4‐catalyzed one‐pot synthesis of dihydropyrimidinones . Synthesis , : 1341
  • Maity , G. H. , Kundu , P. , Guin , C. and Roy , S. C. 2003 . One‐pot synthesis of dihydropyrimidinones catalysed by lithium bromide: An improved procedure for the Biginelli reaction . Tetrahedron Lett. , 44 : 2757
  • De , S. K. 2003 . SiBr4/wet silica gel as an efficient heterogeneous system for cleavage of C˭N . Tetrahedron Lett. , 44 : 9055
  • De , S. K. 2004 . Cobalt(II) chloride–catalyzed chemoselective thioacetalization of aldehydes . Tetrahedron Lett. , 45 : 1035
  • De , S. K. 2004 . Yttrium triflate as an efficient and useful catalyst for chemoselective protection of carbonyl compounds . Tetrahedron Lett. , 45 : 2339
  • De , S. K. 2004 . Ruthenium(III) chloride–catalyzed acylation of alcohols, phenols, thiols, and amines . Tetrahedron Lett. , 45 : 2919
  • De , S. K. 2004 . Pr(OTf)3 as an efficient and recyclable catalyst for chemoselective thioacetalization of aldehydes . Synthesis , : 2837
  • De , S. K. and Gibbs , R. A. 2004 . Bismuth trichloride–catalyzed synthesis of α‐aminonitriles . Tetrahedron Lett. , 45 : 7407
  • De , S. K. and Gibbs , R. A. 2004 . Ruthenium(III) chloride–catalyzed chemoselective synthesis of acetals from aldehydes . Tetrahedron Lett. , 45 : 8141
  • De , S. K. 2004 . A mild and efficient method for cleavage of C˭N using imidazolium dichromate . Synth. Commun. , 34 : 2751
  • Kobayashi , S. 1999 . Scandium triflate in organic synthesis . Eur. J. Org. Chem. , : 15
  • Kobayashi , S. , Sugiura , M. , Kitagawa , H. and Lam , W. W. 2002 . Rare‐earth metal triflates in organic synthesis . Chem. Rev. , 102 : 2227
  • Mayer , T. U. , Kapoor , T. M. , Haggarty , S. , King , R. W. , Schreiber , S. L. and Mitchison , T. J. 1999 . Small molecule inhibitor of mitotic spindle bipolarity/identified in a phenotype‐based screen . Science , 286 : 971
  • Dondoni , A. , Massi , A. and Sabbatini , S. 2002 . Improved synthesis and preparative scale resolution of racemic monastrol . Tetrahedron Lett. , 43 : 5913
  • Folker , K. , Harwood , H. J. and Johnson , T. B. 1932 . Researches on pyrimidines, synthesis of 2‐keto‐1,2,3,4‐tetrahydropyrimidines . J. Am. Chem. Soc. , 54 : 3751

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