How to cite this paper
Borah, R., Dutta, P & Sarma, P. (2013). Investigation of efficient synthesis of 1, 8-dioxo-octahydroxanthene derivatives under solvent-free grinding method.Current Chemistry Letters, 2(4), 159-166.
Refrences
1. Bose A. K., Pednekar S., Ganguly S. N., Chakraborty G. and Manhas M. S. (2004) A simplified green chemistry approach to the Biginelli reaction using ‘ Grindstone Chemistry’. Tetra. Lett., 45, 8351-8353.
2. Delmas M. and Gaset A. (1980) Selective Synthesis of 4-aryl-1, 3-dioxanes from arylalkenes and paraformaldehyde using an ion exchange resin as catalyst. Synthesis, 11, 871-872.
3. Karthikeyan G. and Pandurangan A. (2009) Heteropolyacid (H3PW12O40) Supported MCM-41: An efficient solid acid catalyst for the green synthesis of xanthenedione derivatives. J Mol. Cat. A: Chem., 311, 36-45.
4. Blaz E. and Pielichowski J. (2006) Polymer supported cobalt (ii) catalysts for the oxidation of alkenes. Molecules, 11,115-120.
5. Hummur R.K., Sunil Kumar B. and Kumar P.S. (2008) Silica sulfuric acid: a simple efficient, and reusable heterogeneous catalyst for the one-pot synthesis of aryl-14h-dibenzo [a,j] xanthenes under conventional heating and solvent-free conditions. Chem. Heterocyclic Comp., 44, 143-147.
6. Poupelin J. P., Saint-Rut G., Fussard-Blanpin O., Narcisse G., Uchida-Ernouf G., and Lakroin R. (1978) Synthesis and anti-inflmmatory properties of bis(2-hydroxy-1-naphthyl)methane, ii. polysubstituted and polycyclic derivatives. Eur. J Med. Chem., 13, 381-385.
7. Ion R. M., Frack omiak D., Planner A., and Wiktoromicz K. (1998) The incorporation of various porphyrins into blood cells measured via flow cytometry, absorption and emission spectroscopy. Acta. Biochim. Poloni., 45,833-845.
8. Ahmad M., King T. A., Ko D. K., Cha B. H., and Lee, J. (2002) Performance and photostability of xanthene and pyrromethene laser dyes in sol-gel phases. J Phy. D: Appl. Phy., 35, 1473-1476.
9. Hunter R. C., and Beveridge T. J. (2005) Application of a pH –sensitive Fluoroprobe (C-SNARF-4) for pH Microenvironment Analysis in Pseudomonas Aeruginosa Biofilms. Appl. Environ. Microb., 71, 2501-2510.
10. Azebaze A. G. B., Meyer M., Valentin A., Nguemfo E. L., Formum Z. T., and Nkengfack A. E.(2006) Prenylated xanthone derivatives with antiplasmodial activity from Allanblackia Monticola Staner L.C. Chem. Pharm. Bull. 54, 111-113.
11. Demirkiran O. (2007) Xanthones in Hypericum : Synthesis and biological activities. Top. Heter. Chem., 9, 139-178.
12. Hatakeyam S., Ochi N., Numata H., and Takano S. (1988) A new route to substituted 3-methoxycarbonyldihydropyrans; enantioselective synthesis of (–)-methyl elenolate. J Chem. Soc. Chem. Commun. , 17, 1202-1204.
13. Venkatesan K., Pujari S. S., Lahoti R. J., and Srinivasan K. V. (2008) An efficient synthesis of 1,8-dioxo-octahydro-xanthene derivatives promoted by a room temperature ionic liquid at ambient conditions under ultrasound irradiation. Ultrason Sonochem, 15, 548-553.
14. Jin T. S., Zhang J. S., Wang A. Q., and Li T, S. (2005) Solid-state condensation reactions between aldehydes and 5,5-dimetyl-1,3-cyclohexanedione by grinding at room temperature. Syn. Commun., 35, 2339-2345.
15. Borah K. J. and Borah R. (2011) Investigation of prins reaction for the synthesis of 2, 4- disubstituted tetrahydropyran derivatives and 1, 3-dioxanes using polyaniline supported acid as reusable catalyst. J Chem. Sci., 123, 623-630.
16. Borah K. J. and Borah R. (2011) Poly(4-vinylpyridine)-supported sulfuric acid: an efficient solid acid catalyst for the synthesis of coumarin derivatives under solvent-free conditions. Monat. Für. Chem., 142, 1253-1257.
17. Phukan M., Kalita M. K., and Borah R. (2010) A new protocol for Biginelli (or like) reaction under solvent-free grinding method using Fe(NO3)3.9H2O as catalyst. Green Chem. Lett. and Rev., 3, 329-334.
18. (a) Jin T., Zhang J., Xiao J., Wang A., and Li T. (2004) Clean Synthesis of 1,8-Dioxo-Octahydroxanthene Derivatives Catalyzed by p-Dodecylbenzenesulfonic Acid in Aqueous Media.’ Synlett, 5, 866; (b) Song G., Wang B., Luo H., and Yang, L. (2007) Fe3+ -Montmorillonite as a cost effective and recyclable solid acidic catalyst for the synthesis of xanthenediones. Cat. Commun., 8, 673-676.
19. (a) Fan X., Hu X., Zhang X., and Wang J. (2005) InCl3.4H2O–promoted green preparation of xanthenedione derivatives in ionic liquids. Can. J. Chem., 83, 16-20. (b) Jung D. H., Lee Y. R., Kim S.H., and Lyoo W.S. (2009) New and general methods for the synthesis of arylmethylene Bis(3-hydroxy-2-cyclohexene-1-ones) and xanthenediones by EDDA and In(OTf)3-catalyzed One-pot domino Knoevenagel/Michael or Knoevenagel/Michael/cyclodehydration reactions. Bull. Korean.Chem.Soc., 30, 1989-1995.
20. Das B., Thirupathi P., Reddy K. R., Ravikanth B., and Nagarapu L. (2007) An efficient synthesis of 1,8-dioxo-octahydroxanthene using heterogeneous catalysts. Cata. Commun., 8, 535-538.
21. Gangadasu B., Palaniappan S., Amarnath C. A., and Rao V. J. (2006) Polyaniline salts and complexes : efficient and reusable catalyst for the one-pot synthesis of 5-(methoxycarbonyl)-6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)–one. J Appl. Poly. Sci., 102, 1741-1745.
22. Badathala V. ( 2004) Clay Catalysts in Organic Synthesis. Synlett, 388-389.
23. Hu X-Y., Fan X. S., Zhang X-Y., and Wang J-J. (2005) A Green and efficient synthesis of xanthenedione derivatives promoted by InCl3•4H2O in ionic liquid. Chin. Chem. Lett., 16, 293- 295.
24. Jin T. S., Zhang J. S., Wang A.Q., and Zhang F. S. (2005) Synthesis of 3,3,6,6-tetramethyl-9-aryl-1,8-dioxo-1,2,3,4,5,6,7,8-octahydroxanthene in aqueous media. Chin. J Org. Chem., 25, 335-338.
2. Delmas M. and Gaset A. (1980) Selective Synthesis of 4-aryl-1, 3-dioxanes from arylalkenes and paraformaldehyde using an ion exchange resin as catalyst. Synthesis, 11, 871-872.
3. Karthikeyan G. and Pandurangan A. (2009) Heteropolyacid (H3PW12O40) Supported MCM-41: An efficient solid acid catalyst for the green synthesis of xanthenedione derivatives. J Mol. Cat. A: Chem., 311, 36-45.
4. Blaz E. and Pielichowski J. (2006) Polymer supported cobalt (ii) catalysts for the oxidation of alkenes. Molecules, 11,115-120.
5. Hummur R.K., Sunil Kumar B. and Kumar P.S. (2008) Silica sulfuric acid: a simple efficient, and reusable heterogeneous catalyst for the one-pot synthesis of aryl-14h-dibenzo [a,j] xanthenes under conventional heating and solvent-free conditions. Chem. Heterocyclic Comp., 44, 143-147.
6. Poupelin J. P., Saint-Rut G., Fussard-Blanpin O., Narcisse G., Uchida-Ernouf G., and Lakroin R. (1978) Synthesis and anti-inflmmatory properties of bis(2-hydroxy-1-naphthyl)methane, ii. polysubstituted and polycyclic derivatives. Eur. J Med. Chem., 13, 381-385.
7. Ion R. M., Frack omiak D., Planner A., and Wiktoromicz K. (1998) The incorporation of various porphyrins into blood cells measured via flow cytometry, absorption and emission spectroscopy. Acta. Biochim. Poloni., 45,833-845.
8. Ahmad M., King T. A., Ko D. K., Cha B. H., and Lee, J. (2002) Performance and photostability of xanthene and pyrromethene laser dyes in sol-gel phases. J Phy. D: Appl. Phy., 35, 1473-1476.
9. Hunter R. C., and Beveridge T. J. (2005) Application of a pH –sensitive Fluoroprobe (C-SNARF-4) for pH Microenvironment Analysis in Pseudomonas Aeruginosa Biofilms. Appl. Environ. Microb., 71, 2501-2510.
10. Azebaze A. G. B., Meyer M., Valentin A., Nguemfo E. L., Formum Z. T., and Nkengfack A. E.(2006) Prenylated xanthone derivatives with antiplasmodial activity from Allanblackia Monticola Staner L.C. Chem. Pharm. Bull. 54, 111-113.
11. Demirkiran O. (2007) Xanthones in Hypericum : Synthesis and biological activities. Top. Heter. Chem., 9, 139-178.
12. Hatakeyam S., Ochi N., Numata H., and Takano S. (1988) A new route to substituted 3-methoxycarbonyldihydropyrans; enantioselective synthesis of (–)-methyl elenolate. J Chem. Soc. Chem. Commun. , 17, 1202-1204.
13. Venkatesan K., Pujari S. S., Lahoti R. J., and Srinivasan K. V. (2008) An efficient synthesis of 1,8-dioxo-octahydro-xanthene derivatives promoted by a room temperature ionic liquid at ambient conditions under ultrasound irradiation. Ultrason Sonochem, 15, 548-553.
14. Jin T. S., Zhang J. S., Wang A. Q., and Li T, S. (2005) Solid-state condensation reactions between aldehydes and 5,5-dimetyl-1,3-cyclohexanedione by grinding at room temperature. Syn. Commun., 35, 2339-2345.
15. Borah K. J. and Borah R. (2011) Investigation of prins reaction for the synthesis of 2, 4- disubstituted tetrahydropyran derivatives and 1, 3-dioxanes using polyaniline supported acid as reusable catalyst. J Chem. Sci., 123, 623-630.
16. Borah K. J. and Borah R. (2011) Poly(4-vinylpyridine)-supported sulfuric acid: an efficient solid acid catalyst for the synthesis of coumarin derivatives under solvent-free conditions. Monat. Für. Chem., 142, 1253-1257.
17. Phukan M., Kalita M. K., and Borah R. (2010) A new protocol for Biginelli (or like) reaction under solvent-free grinding method using Fe(NO3)3.9H2O as catalyst. Green Chem. Lett. and Rev., 3, 329-334.
18. (a) Jin T., Zhang J., Xiao J., Wang A., and Li T. (2004) Clean Synthesis of 1,8-Dioxo-Octahydroxanthene Derivatives Catalyzed by p-Dodecylbenzenesulfonic Acid in Aqueous Media.’ Synlett, 5, 866; (b) Song G., Wang B., Luo H., and Yang, L. (2007) Fe3+ -Montmorillonite as a cost effective and recyclable solid acidic catalyst for the synthesis of xanthenediones. Cat. Commun., 8, 673-676.
19. (a) Fan X., Hu X., Zhang X., and Wang J. (2005) InCl3.4H2O–promoted green preparation of xanthenedione derivatives in ionic liquids. Can. J. Chem., 83, 16-20. (b) Jung D. H., Lee Y. R., Kim S.H., and Lyoo W.S. (2009) New and general methods for the synthesis of arylmethylene Bis(3-hydroxy-2-cyclohexene-1-ones) and xanthenediones by EDDA and In(OTf)3-catalyzed One-pot domino Knoevenagel/Michael or Knoevenagel/Michael/cyclodehydration reactions. Bull. Korean.Chem.Soc., 30, 1989-1995.
20. Das B., Thirupathi P., Reddy K. R., Ravikanth B., and Nagarapu L. (2007) An efficient synthesis of 1,8-dioxo-octahydroxanthene using heterogeneous catalysts. Cata. Commun., 8, 535-538.
21. Gangadasu B., Palaniappan S., Amarnath C. A., and Rao V. J. (2006) Polyaniline salts and complexes : efficient and reusable catalyst for the one-pot synthesis of 5-(methoxycarbonyl)-6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)–one. J Appl. Poly. Sci., 102, 1741-1745.
22. Badathala V. ( 2004) Clay Catalysts in Organic Synthesis. Synlett, 388-389.
23. Hu X-Y., Fan X. S., Zhang X-Y., and Wang J-J. (2005) A Green and efficient synthesis of xanthenedione derivatives promoted by InCl3•4H2O in ionic liquid. Chin. Chem. Lett., 16, 293- 295.
24. Jin T. S., Zhang J. S., Wang A.Q., and Zhang F. S. (2005) Synthesis of 3,3,6,6-tetramethyl-9-aryl-1,8-dioxo-1,2,3,4,5,6,7,8-octahydroxanthene in aqueous media. Chin. J Org. Chem., 25, 335-338.