Efficient One-Pot Condensation of β-Naphthol, Aldehydes, and Cyclic 1,3-Dicarbonyl Compounds Catalyzed by p-TSA Under Solvent-Free and Sonication Conditions

REFERENCES

• Lambert , R. W. ; Martin , J. A. ; Merrett , J. H. ; Parkes , E. B. K. ; Thomas , G. J. Preparation of pyrimidine nucleosides as thymidine kinase inhibitors and virucides . PCT Int. Appl. WO9706178 , 1997 .
   Google Scholar
• Hideo , T. ; Teruomi , J. [1]Benzopyrano[2,3-b]xanthene derivatives . Jpn. Patent 56005480 , 1981 .
   Google Scholar
• Poupelin , J. P. ; Saint-Ruf , G. ; Foussard-Blanpin , O. ; Marcisse , G. ; Uchida-Ernouf , G. ; Lacroix , R. Synthesis and antiinflammatory properties of bis(2-hydroxy-1-naphthyl)methane derivatives . Eur. J. Med. Chem. 1978 , 13 , 67 – 71 .
   Web of Science ®Google Scholar
• Buu-Hoi , N. P. ; Saint-Ruf , G. De. A. ; Hieu , H. T. Inducing or inhibitory activity of dibenzo[a,j]- and dibenzo[c,h]xanthenes or zoxazolamine hydroxylase synthesis in vivo: Molecular structure–activity relations . Chim. Ther. 1972 , 7 , 83 – 86 .
   Google Scholar
• Saint-Ruf , G. ; Hieu , H. T. ; Poupelin , J. P. Effect of dibenzoxanthenes on the paralyzing action of zoxazolamine . Naturwissenschaften 1975 , 62 , 584 – 585 .
   PubMed Web of Science ®Google Scholar
• Ion , R. M. Photodynamic therapy of cancer––A photocatalytic process or a photosensibilization process? Prog. Catal. 1997 , 2 , 55 – 64 .
   Google Scholar
• Ion , R. M. ; Planner , A. ; Wiktorowicz , K. ; Frackowiak , D. The incorporation of various porphyrins into blood cells measured via flow cytometry, absorption, and emission spectroscopy . Acta. Biochim. Pol. 1998 , 45 , 833 – 845 .
   PubMed Web of Science ®Google Scholar
• Banerjee , A. ; Mukherjee , A. K. Chemical aspects of santalin as a histological stain . Stain Technol. 1981 , 56 , 83 – 85 .
   PubMed Web of Science ®Google Scholar
• Menchen , S. M. ; Benson , S. C. ; Lam , J. Y. L. ; Zhen , W. ; Sun , D. ; Rosenblum , B. B. ; Khan , S. H. ; Taing , M. Sulfonated diarylrhodamine dyes for labeling polynucleotides . US Patent 6583168 , 2003 .
   Google Scholar
• Sirkencioglu , O. ; Talinli , N. ; Akar , A. Synthesis of 14-alkyl-l4H-dibenzo[a,j]xanthenes . J. Chem. Res., Synop. 1995 , 502 .
   Google Scholar
• Ahmad , M. ; King , T. A. ; Ko , D.-K. ; Cha , B. H. ; Lee , J. Performance and photostability of xanthene and pyrromethene laser dyes in sol-gel phases. J. Phys. D: Appl. Phys. 2002, 35, 1473–1476.
   Web of Science ®Google Scholar
• Knight , C. G. ; Stephens , T. Xanthene-dye-labelled phosphatidylethanolamines as probes of interfacial pH: Studies in phospholipid vesicles . Biochem. J. 1989 , 258 , 683 – 687 .
   PubMed Web of Science ®Google Scholar
• Das , B. ; Laxminarayana , K. ; Krishnaiah , M. ; Srinivas , Y. An efficient and convenient protocol for the synthesis of novel 12-aryl- or 12-alkyl-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one derivatives . Synlett 2007 , 20 , 3107 – 3112 .
   Web of Science ®Google Scholar
• Li , J. J. ; Tang , W. Y. ; Lu , L. M. ; Su , W. K. Strontium triflate–catalyzed one-pot condensation of β-naphthol, aldehydes, and cyclic 1,3-dicarbonyl compounds . Tetrahedron Lett. 2008 , 49 , 7117 – 7120 .
   Web of Science ®Google Scholar
• Orru , R. V. A. ; de Greef , M. Recent advances in solution-phase multicomponent methodology for the synthesis of heterocyclic compounds . Synthesis 2003 , 10 , 1471 – 1499 .
   Web of Science ®Google Scholar
• Zhu , J. P. Recent developments in the isonitrile-based multicomponent synthesis of heterocycles . Eur. J. Org. Chem. 2003 , 1133 – 1144 .
   Web of Science ®Google Scholar
• Hulme , C. ; Gore , V. Multi-component reactions: Emerging chemistry in drug discovery from xylocain to crixivan . Curr. Med. Chem. 2003 , 10 , 51 – 80 .
   PubMed Web of Science ®Google Scholar
• Yadav , J. S. ; Reddy , B. V. S. ; Eeshwaraiah , B. ; Gupta , M. K. Bi(OTf)3/[bmim]BF4 as novel and reusable catalytic system for the synthesis of furan, pyrrole, and thiophene derivatives . Tetrahedron Lett. 2004 , 45 , 5873 – 5876 .
   Web of Science ®Google Scholar
• Wang , B. ; Gu , Y. L. ; Luo , C. ; Yang , T. ; Yang , L. M. ; Suo , J. S. Pyrrole synthesis in ionic liquids by Paal–Knorr condensation under mild conditions . Tetrahedron Lett. 2004 , 45 , 3417 – 3419 .
   Web of Science ®Google Scholar
• Su , W. K. ; Li , J. J. ; Zheng , Z. G. ; Shen , Y. C. One-pot synthesis of dihydropyrimidiones catalyzed by strontium(II) triflate under solvent-free conditions . Tetrahedron Lett. 2005 , 46 , 6037 – 6040 .
   Web of Science ®Google Scholar
• Su , W. K. ; Hong , Z. ; Shan , W. G. ; Zhang , X. X. A facile synthesis of 1-substituted-1H-1,2,3,4-tetrazoles catalyzed by ytterbium triflate hydrate . Eur. J. Org. Chem. 2006 , 2723 – 2726 .
   Google Scholar
• Zhong , W. H. ; Lin , F. L. ; Chen , R. E. , Su , W. K. An efficient synthesis of 2-hydroxy-7,8-dihydroquinolin-5(6H)-ones and 7,8-dihydroquinoline-2,5(1H,6H)-diones from Morita–Baylis–Hillman adduct acetates . Synthesis 2008 , 16 , 2561 – 2568 .
   Google Scholar
• Su , W. K. ; Tang , W. Y. ; Li , J. J. Strontium(II) triflate–catalysed condensation of β-naphthol, aldehyde, and urea or amides: A facile synthesis of amidoalkyl naphthols . J. Chem. Res. 2008 , 123 – 128 .
   Web of Science ®Google Scholar
• Su , W. K. ; Yang , D. ; Jin , C. ; Zhang , B. Yb(OTf)3-catalyzed condensation reaction of naphthol and aldehyde in ionic liquids: A green synthesis of aryl-14H-dibenzo[a,j]xanthenes . Tetrahedron Lett. 2008 , 49 , 3391 – 3394 .
   Web of Science ®Google Scholar