P₂O₅-Hexamethyldisiloxane (HMDS): An Efficient System to Induce the Three-Component Reaction of Enolic Systems, Aromatic Aldehydes, and Acetonitrile

REFERENCES

• Eibracht , P. ; Schimdt , A. Tandem reaction sequences under hydroformylation conditions: New synthetic applications of transition metal catalysis . Chem. Rev. 1999 , 99 , 3329 .
   PubMed Web of Science ®Google Scholar
• Ugi , I. Recent progress in the chemistry of multicomponent reactions . Pure Appl. Chem. 2001 , 71 , 187 .
   Google Scholar
• Ugi , I. ; Werner , B. ; Domling , A. The chemistry of isocyanides, their multicomponent reactions and their libraries . Molecules 2003 , 8 , 53 .
   Web of Science ®Google Scholar
• Domling , A. The discovery of new isocyanide-based multi-component reactions . Curr. Opin. Chem. Biol. 2000 , 4 , 318 .
   PubMed Web of Science ®Google Scholar
• Weber , L. Multi-component reactions and evolutionary chemistry . Drug Disc. Today 2002 , 7 , 143 .
   PubMed Web of Science ®Google Scholar
• Ghosh , R. ; Maiti , S. ; Chakraborty , A. One-pot multicomponent synthesis of β-acetamido ketones based on BiCl3 generated in situ from the procatalyst BiOCl and acetyl chloride . synlett 2005 , 1 , 115 .
   Web of Science ®Google Scholar
• Ghosh , R. ; Maiti , S. ; Chakraborty , A. ; Chakraborty , S. ; Mukherjee , A. K. ZrOCl2·8H2O: An efficient Lewis acid catalyst for the one-pot multicomponent synthesis of β-acetamido ketones . Tetrahedron 2006 , 17 , 4059 .
   Google Scholar
• Rao , I. N. ; Prabhakaran , E. N. ; Das , S. K. ; Iqbal , J. Cobalt-catalyzed one-pot three-component coupling route to β-acetamido carbonyl compounds: A general synthetic protocol for γ-lactams . J. Org. Chem. 2003 , 68 , 4079 .
   PubMed Web of Science ®Google Scholar
• Bahulayan , D. ; Das , S. K. ; Iqbal , J. Montmorillonite K10 clay: An efficient catalyst for the one-pot stereoselective synthesis of β-acetamido . J. Org. Chem. 2003 , 68 , 5735 .
   PubMed Web of Science ®Google Scholar
• Khodaei , M. M. ; Khosropour , A. R. ; Fattahpour , P. A modified procedure for the Dakin–West reaction: An efficient and convenient method for a one-pot synthesis of β-acetamido ketones using silica sulfuric acid as catalyst . Tetrahedron Lett. 2005 , 46 , 2105 .
   Web of Science ®Google Scholar
• Rafiee , E. ; Shahbazi , F. ; Joshaghani , M. ; Tork , F. The silica supported H3PW12O40 (a heteropoly acid) as an efficient and reusable catalyst for a one-pot synthesis of β-acetamido ketones by Dakin–West reaction . J. Mol. Cat. 2005 , 242 , 129 .
   Web of Science ®Google Scholar
• Yakaiah , T. ; Reddy , G. V. ; Lingaiah , B. P. V. ; Narsaiah , B. ; Shanthan Rao , P. Silica sulphuric acid: An efficient and recyclable catalyst for the synthesis of β-acetamido ketones in single pot . Synth. Commun. 2005 , 35 , 1307 .
   Web of Science ®Google Scholar
• Kumari , N. V. ; Nagarapu , L. Efficient synthesis of β-acetylamino ketones using silica-supported sodium hydrogen sulfate as a heterogeneous catalyst. Synth. Commun. 2007, 37, 2325.
   Web of Science ®Google Scholar
• Khan , A. T. ; Choudhury , L. H. ; Parvin , T. ; Asif Ali , M. CeCl3·7H2O: An efficient and reusable catalyst for the preparation of β-acetamido carbonyl compounds by multi-component reactions (MCRs) . Tetrahedron Lett. 2006 , 47 , 8137 .
   Web of Science ®Google Scholar
• Heravi , M. M. ; Ranjbar , L. ; Derikvand , F. ; Bamoharram , F. F. A modified and green Dakin–West reaction: An efficient and convenient method for a one-pot synthesis of β-acetamido carbonyl compounds . J. Mol. Cat. A 2007 , 271 , 28 .
   Web of Science ®Google Scholar
• Anary-Abbasinejad , M. ; Anaraki-Ardakani , H. ; Saidipoor , A. ; Shojaee , M. Synthesis of 3-[(acetylamino)(aryl)methyl]-4-hydroxycoumarins . J. Chem. Res. 2007 , 537 .
   Google Scholar
• Anary-Abbasinejad , M. ; Hassanabadi , A. ; Kamali-Gharamaleki , M. ; Saidipoor , A. ; Anaraki-Ardakani , H. Three-component reaction between 2-naphthol, aromatic aldehydes, and acetonitrile in the presence of chlorosulfonic acid yields 1-(acetylamino(aryl)methyl)-2-naphthols . J. Chem. Res. 2007 , 644 .
   Web of Science ®Google Scholar
• Yamamoto , K. ; Watanabe , H. Composition of “polyphosphoric acid trimethylsilyl ester (PPSE)” and its use as a condensation reagent . Chem. Lett. 1982 , 18 , 1225 .
   Web of Science ®Google Scholar
• Yokohama , M. ; Yoshida , S. ; Imamoto , S. Organic reactions using trimethylsilyl polyphosphate (PPSE): A convenient synthesis of nitriles from carboxamides . Synthesis 1982 , 591 .
   Google Scholar
• Kakimoto , M. ; Seri , T. ; Imai , Y. Pinacol–pinacolone rearrangement promoted by polyphosphoric acid trimethylsilyl ester (PPSE) . Bull. Chem. Soc. Jpn. 1988 , 61 , 2643 .
   Google Scholar
• Bergman , J. ; Pelcman , B. Synthesis of indolo[2,3-a]pyrrolo[3,4-c]carbazoles by double Fischer indolizations . J. Org. Chem. 1989 , 54 , 824 .
   Google Scholar
• Imamoto , T. ; Matsumoto , T. ; Yokohama , H. ; Yokohama , M. ; Yamaguchi , K. Preparation and synthetic use of trimethylsilyl polyphosphate: A new stereoselective aldol-type reaction in the presence of trimethylsilyl polyphosphate . J. Org. Chem. 1984 , 49 , 1105 .
   Google Scholar
• Fuchs , P. ; Li , W. Polyphosphoric acid trimethylsilyl ester promoted intramolecular acylation of an olefin by a carboxylic acid: Convenient construction of C-18-functionalized 14-hecogenin acetate . Org. Lett. 2003 , 5 , 4061 .
   Google Scholar
• Lopez , S. E. ; Restrepo , J. ; Salazar , J. Polyphosphoric acid trimethylsilylester: A useful reagent for organic synthesis . J. Chem. Res. 2007 , 497 .
   Google Scholar