FeCl₃ Immobilized in Al-MCM 41: An Efficient Catalyst System for the Biginelli Reaction

REFERENCES

• Dcmling , A. ; Ugi , I. Multikomponentenreaktionen mit Isocyaniden . Angew. Chem. 2000 , 112 , 3300 – 3344 .
   Google Scholar
• Rocynyak , G. C. ; Kimball , S. D. ; Beyer , B. ; Cucinotta , G. ; Dimarco , J. D. ; Gougoutas , J. ; Hedberg , A. ; Malley , M. ; McCarthy , J. P. Calcium entry blockers and activators: Conformational and structural determinants of dihydropyrimidine calcium channel modulators . J. Med. Chem. 1995 , 38 , 119 – 129 .
   PubMed Web of Science ®Google Scholar
• Kappe , C. O. Biologically active dihydropyrimidones of the Biginelli–type—A literature survey . Eur. J. Med. Chem. 2000 , 35 , 1043 – 1052 .
   PubMed Web of Science ®Google Scholar
• Snider , B. B. ; Shi , Z. Biomimetic synthesis of (±)-crambines A, B, C1, and C2: Revision of the structure of crambines B and C1 . J. Org. Chem. 1993 , 58 , 3828 – 3839 .
   Web of Science ®Google Scholar
• Patil , A. D. ; Kumar , N. V. ; Kokke , W. C. ; Bean , M. F. ; Freyer , A. J. ; Debrosse , C. ; Mai , S. ; Trunch , A. ; Faulkner Carte , B. ; Breen , A. L. ; Hertzberg , R. P. ; Johnson , R. K. ; Westly , J. W. ; Ports , B. C. M. Novel alkaloids from the sponge Batzella sp.: Inhibitors of HIV gp120-human CD4 binding . J. Org. Chem . 1995 , 6 , 1182 – 1188 .
   Web of Science ®Google Scholar
• Hu , E. H. ; Sidler , D. R. ; Dolling , U. H. 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. 1998 , 63 , 3454 – 3457 .
   Web of Science ®Google Scholar
• Ma , Y. ; Qian , C. ; Wang , L. ; Yang , M. Lanthanide triflate–catalyzed Biginelli reaction. One-pot synthesis of dihydropyrimidinones under solvent-free conditions. J. Org. Chem . 2000, 65, 3864–3868.
   PubMed Web of Science ®Google Scholar
• Fu , N. Y. ; Yuan , Y. E. ; Cao , Z. ; Wang , S. W. ; Wang , J. T. ; Peppe , C. Indium(III) bromide-catalyzed preparation of dihydropyrimidinones: Improved protocol conditions for the Biginelli reaction . Tetrahedron 2002 , 58 , 4801 – 4807 .
   Web of Science ®Google Scholar
• Ahmed , B. ; Khan , R. A. ; Habibullah , K. M. An improved synthesis of Biginelli-type compounds via phase-transfer catalysis . Tetrahedron Lett. 2009 , 50 , 2889 – 2892 .
   Web of Science ®Google Scholar
• Quan , Z.-J. ; Da , Y.-X. ; Zhang , Z. ; Wang , X.-C. PS–PEG–SO3H as an efficient catalyst for 3,4-dihydropyrimidones via Biginelli reaction . Catal. Commun . 2009 , 10 , 1146 – 1148 .
   Web of Science ®Google Scholar
• Pandiarajan , K. ; Chitra , S. Calcium fluoride: An efficient and reusable catalyst for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones and their corresponding 2(1H)thione: An improved high-yielding protocol for the Biginelli reaction . Tetrahedron Lett. 2009 , 50 , 2222 – 2224 .
   Web of Science ®Google Scholar
• Cai , M. ; Xu , Q. ; Sha , J. Copper-free Sonogashira coupling reaction catalyzed by MCM-41-supported thioether palladium (0) complex in water under aerobic conditions . J. Mol. Catal. A: Chem. 2007 , 272 , 293 – 297 .
   Web of Science ®Google Scholar
• Poltowicz , J. ; Pamin , K. ; Tabor , E. ; Haber , J. ; Adamski , A. ; Sojka , Z. Metallosalen complexes immobilized in zeolite NaX as catalysts of aerobic oxidation of cyclooctane . Appl. Catal. A: Gen. 2006 , 299 , 235 – 242 .
   Web of Science ®Google Scholar
• Viana Rosa , I. L. ; Manso , C. M. C. P. ; Serra , O. A. ; Iamamoto , Y. J. M. Biomimetical catalytic activity of iron(III) porphyrins encapsulated in the zeolite X . J. Mol. Catal. A: Chem. 2000 , 160 , 199 – 208 .
   Web of Science ®Google Scholar
• (a) Fuerte , A. ; Corma , A. ; Iglesias , M. ; Morales , E. ; Sanchez , F. J. M. Approaches to the synthesis of heterogenised metalloporphyrins: Application of new materials as electrocatalysts for oxygen reduction . J. Mol. Catal. A: Chem. 2006 , 246 , 109 – 117 ; (b) Farzaneh , F. ; Poorkhosraavani , M. ; Ghandi , M. Utilization of immobilized biomimetic iron complexes within nanoreactors of Al-MCM-41 as cycloheane oxidation . J. Mol. Catal. A: Chem. 2009 , 308 , 108 – 113 .
   Web of Science ®Google Scholar
• Shobha , D. ; Chari , M. A. ; Mano , A. ; Selvan , S. T. ; Mukkanti , K.; Vinu, A. Synthesis of 3,4-dihydropyrimidin-2-ones (DHPMs) using mesoporousaluminosilicate (AlKIT-5) catalyst with cage type pore structure . Tetrahedron . 2009 , 65 .
   Web of Science ®Google Scholar
• Falsone , F. S. ; Kappe , C. O. The Biginelli dihydropyrimidone synthesis using polyphosphate ester as a mild and efficient cyclocondensation/dehydration reagent . Arkivoc 2001 , 2 , 122 – 134 .
   Web of Science ®Google Scholar