Synthesis and spectral studies of some N-[(E)-phenylmethylidene]benzenesulfonamides

Sekar, K. G.; Thirunarayanan, G.

Artykuł - szczegóły

Tytuł artykułu

Synthesis and spectral studies of some N-[(E)-phenylmethylidene]benzenesulfonamides

Autorzy

Sekar K. G. , Thirunarayanan G.

Treść / Zawartość

Pełne teksty:

Pobierz

Identyfikatory

Warianty tytułu

Języki publikacji

Abstrakty

A series of some N-[(E)-phenylmethylidene]benzenesulfonamide derivatives have been synthesised using solid SiO2-H3PO4 catalyst under solvent free conditions in microwave irradiation. The synthesised E-N-benzene sulfonilimines purities have been verified by their physical constants and spectroscopic data. The spectral frequencies are correlated with Hammett substituent constants, F and R parameters using linear regression analysis. From the results of statistical analysis the effect of substituents on the group frequencies will be discussed.

Słowa kluczowe

N-[(E)-phenylmethylidene]benzenesulfonamides SiO2-H3PO4 Greener synthesis Hammett correlations

Wydawca

Przedsiębiorstwo Wydawnictw Naukowych "DARWIN"

Czasopismo

International Letters of Chemistry, Physics and Astronomy

Rocznik

2013

Tom

Vol. 8, iss. 3

Strony

249--258

Opis fizyczny

Bibliogr. 67 poz., rys., tab.

Twórcy

autor

Sekar K. G.

autor

Thirunarayanan G.

Department of Chemistry, National College, Tiruchirappalli-620 001, India., drkgsekar@yahoo.co.in

Bibliografia

[1] Weinreb S. M., Topics in Curr. Chem. 190 (1997) 131-184.
[2] Temelli B., Tasgin D. I., Unaleroglu C., Tetrahedron 66(34) (2010) 6765-6768.
[3] Yamagishi M., Nishigai K., Hata T., Urabe H., Org. Lett. 13(18) (2011) 4873-4875.
[4] Ma Z., Zhao Y., Jiang N., Jin X., Wang J., Tetrahedron Lett. 43 (2002) 3209-3212.
[5] Hojo M., Murakami C., Fujii A., Hosomi A., Tetrahedron Lett. 40 (1999) 911-914
[6] Yamada K. I., Yamamoto Y., Maekawa M., Tomioka K., J. Org. Chem. 69 (2004) 1531-1534.
[7] Wang K., Xing Z., Ma Y., Catal. Lett. 123 (2008) 129-134.
[8] Shi Y. L., Xu Y. M., Shi M., Advanced Synth. Catal. 346 (9-10) (2004) 1220-1230.
[9] Trost B. M., Marrs C., J. Org. Chem. 56 (1991) 6468-6470.
[10] Deng G. S., Zou J. Y., Sun T. F., Chin. Chem. Lett. 22(5) (2011) 511-514.
[11] Samanta S. K., Kylänlahti I., Yli-Kauhaluoma J., Bioorg Med Chem Lett. 15(16) (2005) 3717-3719.
[12] Wolfe J. P., Ney J. E., Org. Lett. 5 (2003) 4607-4710.
[13] Boger D. L., Corbett W. L., J. Org. Chem. 57 (1992) 4777-4780 .
[14] Sisko J., Weinreb S. M., J. Org. Chem. 55 (1990) 393-395.
[15] Georg G. I., Harriman G. C. B., Peterson S. A., J. Org. Chem. 60 (1995) 7366-7368.
[16] Ruano J. L. G., Aleman J., Cid M. B., Parra A., Org. Lett. 7 (2005) 179-182 .
[17] Wynne J. H., Price S. E., Rorer J. R., Synth. Commun. 33 (2003) 341-342.
[18] Chemla F., Hebbe V., Normant J. F., Synthesis. (2000) 75-76.
[19] Vishwakarma L. C., Stringer O. D., Davis F., Org Synth Coll VIII (1993) 546-549.
[20] Laszlo P, Science 235 (1987) 1473-1477.
[21] Sharghi H., Hosseini-Sarvari M., Ebrahimpourmoghaddam S., Arkivoc, 15 (2007) 255-264.
[22] McFarlane A. K., Thomas G., Whiting A., Tetrahedron Lett. 34 (1993) 2379-2382.
[23] Li Z., Ren X., Wei P., Honggui Wan, Shi Y., Ouyang P., Green Chem. 8 (2006) 433-436.
[24] Hasaninejad A., Zare A., Shrghi H., Arkivoc. 11 (2008) 64-74.
[25] Love B. E., Raje P. S., Willims T. C., Synlett. (1994) 493-494.
[26] Hasaninejad A., Zare J., Sulfur Chem. 28 (2007) 357-364.
[27] Geng L. J., Liu Y., Chin. J. Chem. 25 (2005) 1103-1106.
[28] Jin T. S., Feng G. L., Yang M. N., J. Chem. Res (S). 9 (2003) 591-594.
[29] Jin T. S., Yu M. J., Liu L. B., Synth. Commun. 36 (2006) 2339-2344.
[30] Jin T. S., Feng G. L., Yang M. N., Synth. Commun. 34 (2004) 1277-1283.
[31] Hoseini-Sarvari M., Sharghi H., Phosphorus, Sulfur and Silicon. 182 (2007) 2125-2130.
[32] Lee K. Y., Lee C. G., Kim J. N., Tetrahedron Lett. 44 (2003) 1231-1234.
[33] Ardhapure S. S., Siddiqui S. A., Tekales U., Ingle R. D., Shinde S. B., Pawar R. P., Eur. Chem. Bull. 2(6) (2013) 320-323.
[34] Gao F., Deng M., Qian C., Tetrahedron. 61(52) (2005) 12238-12243.
[35] Temelli B., Unaleroglu C., Tetrahedron. 65(10) (2009) 2043-2050.
[36] Van Camp A., Goossens D., Moya-Portugues M., Marchand-Brynaert J., Ghosez L., Tetrahedron Lett. 21(32) (1980) 3081-3084.
[37] Meng L. G., CAi P., Guo Q., Xue S., J. Org. Chem. 73(21) (2008) 84-91-8496.
[38] Wu X., Zhang J., Synthesis. 44(14) (2012) 2147-2154.
[39] Song G., Jin M., Li Z., Ouyanf P., Org. Biomol. Chem. 9 (2011) 7144-7150.
[40] Concellon J. M., Rodriguez-Solla H., Simal C., Org. Lett. 10 (2008) 4457-4460.
[41] Hayashi Y., Urushima T., Sakamoto D., Torri K., Ishikawa H., Chem.- A European J. 17(42) (2011) 11715-11718.
[42] Ravindra Reddy .C, Sindhu C., Nandan Kumar D., Krishnaiah M., Helvitica Chim, Acta. 94 (2) (2011) 289-292.
[43] Hou X-L., Yang X-F., Dai L-X., Chem. Commun. (1998) 747-748.
[44] Nair V., Sreekanth A. R., Abhilash N., Biju A. T., Reena Devi B., Menon R. S., Rath N. P., Srinivas R., Synthesis. (2003) 1895-1902.
[45] Zhou H., Peng D., Qin B., Hou Z., Liu X., Feng X., J. Org. Chem. 72(26) (2007) 10302-10304.
[46] Yamamoto Y., Takashi Y., Kurihara K., Miyaura N., Australian J. Chem. 64(11) (2011) 1447-1453.
[47] Lu H., Li C., Org. Lett. 8 92006) 5365-5367.
[48] Nishimura T., Yasuhara Y., Hayashi T., Org. Lett. 8 (2006) 979-981.
[49] Johannsen M., Chem. Commun. (1999) 2233-2234.
[50] Lu K., Kwon O., Org. Synthesis. 86 (2009) 212-220.
[51] Shutalev A. D., Fesenko A. A., Tetrahedron. 67(36) (2011) 6883-6888.
[52] Ma Z., Zhao Y., Jiang N., Jin X., Wang J., Tetrahedron Lett. 43(17) (2002) 3209-3214.
[53] Pawda A., Zanka A., Cassidy M. P., Tetrahedron. 59(27) (2003) 4939-4944.
[54] Das B., Balasubramaniyam P., Krishnaiah M., Veeranjaneyulu B., Reddy G. C., J. Org. Chem. 74(11) (2009) 4393-4395.
[55] Janaki P., Sekar K. G., Thirunarayanan G., Org. Chem: An Indian J. 9(2) (2013) 68-80.
[56] Thirunarayanan G., Vanangamudi G., Subramanian M., Org. Chem: An Indian J. 9(1) (2013) 1-16.
[57] Sakthinathan S. P., Suresh R., Mala V., Sathiyamoorthi K., Kamalakkannan D., Ranganathan K., Arulkumaran R., Vijayakumar S., Sundararajan R., Vanangamudi G., Thirunarayanan G., Int. Lett. Chem. Phys. Astro. 6 (2013) 77-90.
[58] Sathiyamoorthi K., Mala V., Suresh R., Sakthinathan S. P., Kamalakkannan D., Ranganathan K., Arulkumaran R., Sundararajan R., Vijayakumar S., Vanangamudi G., Thirunarayanan G., Int. Lett. Chem. Phys. Astro. 7(2) (2013)102-119.
[59] Sekar K. G., Thirunarayanan G., Int. Lett. Chem. Phys. Astro. 8(2) (2013) 160-174.
[60] Arulkumaran R., Vijayakumar S., Sundararajan R., Sakthinathan S. P., Kamalakkannan D., Suresh R., Ranganathan K., Vanangamudi G., and Thirunarayanan G., Int. Lett. Chem. Phys. Astro. 4 (2012) 17-38.
[61] Ranganathan K., Suresh R., Kamalakkannan D., Arulkumaran R., Sundararajan R., Sakthinathan S. P., Vijayakumar S., Vanangamudi G., Thirumurthy K., Mayavel P., Thirunarayanan G., Int. Lett. Chem. Phys. Astro. 4 (2012) 66-75.
[62] Subramanian M., Vanangamudi G., Thirunarayanan G., Spectrochim Acta 110A (2013) 116-123.
[63] Arulkumaran R., Vijayakumar S., Sundararajan R., Sakthinathan S. P., Kamalakkannan D., Suresh R., Ranganathan K., Rajakumar P. R., Vanangamudi G., Thirunarayanan G., Int. Lett. Chem. Phys. Astro. 5 (2013) 21-38.
[64] Thirunarayanan G., Vanangamudi G., Sathiyendiran V., Ravi K., Indian J. Chem. 50B (4) (2011) 593-604.
[65] Suresh .R, Kamalakkannan D., Ranganathan K., Arulkumaran R., Sundararajan R., Sakthinathan S. P., Vijayakumar S., Sathiyamoorthy K., Mala V., Vanangamudi G., Thirumurthy K., Mayavel P., Thirunarayanan G., Spectrochim. Acta 101A (2013) 239-248.
[66] Sakthinathan S. P., Vanangamudi G., Thirunarayanan G., Spectrochim. Acta 95A (2012) 693-700.
[67] Swain C. G., Lupton E. C. Jr., J. Am. Chem. Soc. 90 (1968) 4328-4337.

Typ dokumentu

Bibliografia

Identyfikator YADDA

bwmeta1.element.baztech-article-BPS2-0070-0017