Microwave Induced Synthesis of New Fused Oxazole

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Microwave Induced Synthesis of New Fused Oxazole

Author Affiliations

¹Organic Research Laboratory, Department of Chemistry, Guru Nanak College, G.T.B Nagar, Mumbai-400 037,INDIA

Res.J.chem.sci., Volume 4, Issue (12), Pages 42-47, December,18 (2014)

Abstract

An easy, efficient and novel method for the synthesis of 7-(substituted phenyl)-2-thiophene-2-yl-7H-oxazolo[3,2-a]pyridine-5-ol (4) and 7-( substituted phenyl)-2-pheneyl-7H-oxazolo[3,2-a]pyridine-5-ol (5). Representative samples were screened for their anti-microbial activity against Gram- positive bacteria, Gram-negative bacteria, fungi and yeast by using disc diffusion method. All the physico- chemical tests as well as spectral technique are used for confirmation of structure of targeted molecule.

References

Griinanger, Paola Vita-Finzi, James E. Dowling, The Chemistry of Heterocyclic Compounds., 2, 49 (1999)
Dabholkar Vijay V; Sayad.S Ahmed.; Indian Journal of HeterocyclicChem.. 20, 171-172(2010)
Trogu E, Cecchi L, De Sarlo F, Guideri L, Ponticelli F and Machetti F., Improved synthesis of 3-aryl isoxazoles containing fused aromatic rings, Eur J Org Chem., , 5971–5978 (2009)
Bode JW, Hachisu Y, Matsuura T and Suzuki K., Isoxazolodihydropyridinones: 1,3- dipolar cycloaddition of nitrile oxides onto 2,4-dioxopiperidines, Org Lett., , 391–394(2003)
Han X, Li C, Mosher MD, Rider KC, Zhou P, Crawford RL, Fusco W, Paszczynski A and Natale NR, Ethyl 3-(9-chloro-10-oxo-9,10-dihydroanthracen-9-yl)-5-methyl-isoxazole-4-carboxylate synthesis, Bio org Med Chem., 17, 1671–1680 (2009)
Gajewski MP, Beall H, Schnieder M, Stranahan SM, Mosher MD, Rider KC and Natale NR, Bis-anthracenyl isoxazolylamides have enhanced anticancer activity, Bioorg. med. Chem. Lett.,19, 4067–4069 (2009)
Smeltzer C, Cannon MJ, Pinson P, Munger JS, West FG and Grissom CB, Synthesis and Characterization of Fluorescent Cobalamin (CobalaFluor) Derivatives for Imaging, Org Lett, ,799–801 (2001)
Seephonkai P., Isaka M., Kittakoop P., Trakulnaleamsai S., Rattanajak R., Tanticharoen M. and Thebtaranonth J.,Isolation and in vitro cultivation of the insect pathogenic fungus Cordyceps unilateralis, Antibiot., 54, 751-752(2001)
Pinho T. and Melo E, The synthesis and reactivity of oxazole and isoxazoles, Curr. Org. Chem.,, 925 (2005)
Yeh V.S.C., The total synthesis of oxazoles containing natural products, Tetrahedron 60(2), 995 (2004)
Hamada Y. and Shioiri T., synthesis of some n-substituted derivatives of 1-(1H-pyrrole-1-ylmethyl)-10-oxa-4-azatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione with an expected anxiolytic activity, Chem. Rev., 1(5), 4441 (2005)
Suthakaran R., Raghvendra P. and Veena G., Graft copolymerisation of acrylamide on carboxymethyl cellulose (CMC), Rasayan j. Chem, , 91-102 (2011)
Nadraj V. and Thamarai S. Selvi, Microwave assisted solvent free synthesis of 4-methyl-2-hydroxy and 2-methyl-4-hydroxy quinoline, Indian J chem, 46(B), 1023 (2007)
Bhattacharjee D., Sondhi S.M., Dindodia M. and Mishra S.K., Synthesis of Physiologically important Quinoxaline derivatives using conventional method and microwave irradiation, Indian J Chem Tech, 15, 72 (2008)

[ref1] Griinanger, Paola Vita-Finzi, James E. Dowling, The Chemistry of Heterocyclic Compounds., 2, 49 (1999)

[ref2] Dabholkar Vijay V; Sayad.S Ahmed.; Indian Journal of HeterocyclicChem.. 20, 171-172(2010)

[ref3] Trogu E, Cecchi L, De Sarlo F, Guideri L, Ponticelli F and Machetti F., Improved synthesis of 3-aryl isoxazoles containing fused aromatic rings, Eur J Org Chem., , 5971–5978 (2009)

[ref4] Bode JW, Hachisu Y, Matsuura T and Suzuki K., Isoxazolodihydropyridinones: 1,3- dipolar cycloaddition of nitrile oxides onto 2,4-dioxopiperidines, Org Lett., , 391–394(2003)

[ref5] Han X, Li C, Mosher MD, Rider KC, Zhou P, Crawford RL, Fusco W, Paszczynski A and Natale NR, Ethyl 3-(9-chloro-10-oxo-9,10-dihydroanthracen-9-yl)-5-methyl-isoxazole-4-carboxylate synthesis, Bio org Med Chem., 17, 1671–1680 (2009)

[ref6] Gajewski MP, Beall H, Schnieder M, Stranahan SM, Mosher MD, Rider KC and Natale NR, Bis-anthracenyl isoxazolylamides have enhanced anticancer activity, Bioorg. med. Chem. Lett.,19, 4067–4069 (2009)

[ref7] Smeltzer C, Cannon MJ, Pinson P, Munger JS, West FG and Grissom CB, Synthesis and Characterization of Fluorescent Cobalamin (CobalaFluor) Derivatives for Imaging, Org Lett, ,799–801 (2001)

[ref8] Seephonkai P., Isaka M., Kittakoop P., Trakulnaleamsai S., Rattanajak R., Tanticharoen M. and Thebtaranonth J.,Isolation and in vitro cultivation of the insect pathogenic fungus Cordyceps unilateralis, Antibiot., 54, 751-752(2001)

[ref9] Pinho T. and Melo E, The synthesis and reactivity of oxazole and isoxazoles, Curr. Org. Chem.,, 925 (2005)

[ref10] Yeh V.S.C., The total synthesis of oxazoles containing natural products, Tetrahedron 60(2), 995 (2004)

[ref11] Hamada Y. and Shioiri T., synthesis of some n-substituted derivatives of 1-(1H-pyrrole-1-ylmethyl)-10-oxa-4-azatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione with an expected anxiolytic activity, Chem. Rev., 1(5), 4441 (2005)

[ref12] Suthakaran R., Raghvendra P. and Veena G., Graft copolymerisation of acrylamide on carboxymethyl cellulose (CMC), Rasayan j. Chem, , 91-102 (2011)

[ref13] Nadraj V. and Thamarai S. Selvi, Microwave assisted solvent free synthesis of 4-methyl-2-hydroxy and 2-methyl-4-hydroxy quinoline, Indian J chem, 46(B), 1023 (2007)

[ref14] Bhattacharjee D., Sondhi S.M., Dindodia M. and Mishra S.K., Synthesis of Physiologically important Quinoxaline derivatives using conventional method and microwave irradiation, Indian J Chem Tech, 15, 72 (2008)