Synthesis and spectral linearity in substituted styryl 4-methyl-1-naphthyl ketones

Journal of the Korean Chemical Society

Volumn 52, Issue 4, 2008, Pages 369-379

  Thirunarayanan, G ^a  

^a ANNAMALAI UNIVERSITY   (India)

Author keywords

Correlation analysis; IR and NMR spectra; Silica sulphuric acid; Solvent free synthesis; Styryl naphthyl ketones; Substituent effects

Indexed keywords

CARBON; CATALYSTS; CHEMICAL ANALYSIS; DEFORMATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SILICA;

CORRELATION ANALYSIS; IR AND NMR SPECTRA; SILICA-SULPHURIC ACID; SOLVENT FREE SYNTHESIS; STYRYL NAPHTHYL KETONES; SUBSTITUENT EFFECT;

KETONES;

EID: 57049150156     PISSN: 10172548     EISSN: None     Source Type: Journal    
DOI: 10.5012/jkcs.2008.52.4.369     Document Type: Article

References (78)

1. (a) Mu, J.-X.; Yin, X.-F.; Wang, Y.-G. Synlett. 2005, 3163.
2. (b) Raveendran, P.; Fu, J.; Wallan, S. L. J. Am. Chem. Soc. 2003, 125, 13940.
3. (a) Kaupp, G.; Reza Naimi-Jamal, M.; Schmeyers, J. Tetrahedron. 2003, 59(21), 3753.
4. (b) Venkat Reddy, G.; Maitraie, D.; Narsaiah, B.; Rambabu, Y.; Shanthan Rao, D. Synth. Commun. 2001, 3(8), 2881.
5. (a) Mendez, D. I.; Klimova, E.; Klimova, T.; Fernando, L.; Hernades, S. O.; Martinea, M. G. J. Organometallic Chem. 2003, 679(1), 10.
6. (b) Palleros, D. R. J. Chem. Ed. 2000, 46(4), 305.
7. (a) Esmaeili, A. A.; Tabas, M. S.; Nasseri, M. A.; Kazwmi, F. Monatshefte Chem. 2005, 136(4), 571.
8. (b)Guthrie, W. Can J. Chem. 1991, 69, 339.
9. (a) Amarasekara, A. S.; Oki, A. R.; McNeal, I.; Uzoezie, U. Catal. Commun. 2007, 8(7), 1132.
10. (b) Toda, F.; Yagi, M.; Kiyoshige, K. J. Chem Soc., Chem Commun. 1988, 958.
11. (a) Boruah, A.; Baruah, M.; Prajapati, D.; Sandhu, J. S. Synth. Commun. 1998, 28, 653.
12. (b) Toda, F.; Taukami, H.; Nagami, M.; Tanaka, K. Heterocycles. 1998, 47, 469.
13. (a) Lou, J.-D.; Xu, Z.-N. Tetrahedron Lett. 2002, 43(35), 6149.
14. (b) Cave, G. W.; Hardie, M. J.; Roberts, B. A.; Raston, C. L. Eur J. Org. Chem. 2001, 3227.
15. (a) Smith, M. B.; March, J. Advanced Organic Chemistry Reactions Mechanism & Structure, John wiley & Sons, New York, 2001, p1218.
16. (b) Norcross, R. D.; Peterson, L. Chem. Rev. 1995, 9, 2041.
17. (c) Trost, B. M.; Fleming, L. Comprehensive Organic Synthesis, Pergmon Press, Oxford, U. K., 1999, Vol. 2, part 1.4-1.7.
18. (a) Deli, J.; Loand, T.; Szabo, D.; Foldsi, A. Pharmazie. 1984, 39, 539.
19. (b). Sun, L.; Zheng, S.; Wang, J.; Shen, X. Indian J. Chem. 2002, 41B, 1319.
20. (c) Ahmed, M. G.; Ahmed, S. A.; Romman, U. K. R.; Sultana, T.; Hena, M. A.; Kiyooka, S. Indian J. Chem. 2002, 41B, 368.
21. Comoder, G.; Vassort, P.; Wnternitz, F. Tetrahedron Lett. 1986, 26, 5981.
22. (a) Misra, S. S.; Tenavi, R. S. J. Indian Chem. Soc. 1973, 50, 68.
23. (b) Lafen, L. Ger. P.2010180, 1970, CA 1970, 73, 120342s.
24. (c) Hayashi, A.; Goto, Y.; Nakayama, M. Pat. WO 8900989 CA: 11157280f.
25. (a) Rajabi, L.; Courreges C.; Montoya, C.; Aguilua, R. J.; Primm, T. P. Lett. Appl. Microbiol. 2005, 40(3), 212.
26. (b) Manavathu, E.S; VAshishtha, S.C.; Alanguden, G. J.; Dimmock, Jr. Can J. Microbiol. 1998, 44(1), 74.
27. (c) Gabar, M.; Jonas, S.; Szell, T.; Spio, G. Acta. Microbiol. Acad. Sci. 1967, 1, 45.
28. (d) Ahmad, A. L.; Dowsett, A. B.; Tyrrell, D. Antiviral Res. 1987, 8(1), 27.
29. (e) Dasharathi, D.; Netaji, R.; Basheer, M. A.; Vibhute, Y.B. Ultra Science. 2005, 17(1), 89.
30. (f) Wu, J. H; Wang, X. H; Yi, Y. H; Lee, K. H Bioorg. & Med. Chem. Lett. 2003, 13, 1813.
31. (g). Thirunarayanan, G. J. Indian Chem. Soc. 2008, 85, 447.
32. Hathway, B. A. J. Chem. Edu. 1987, 64, 367.
33. Nakano, T.; Irifune, S.; Umano, S.; Inada, A.; Ishii, Y.; Ogawa, M. J. Org. Chem. 1987, 52, 2239.
34. Irie, K.; Watanabe, K. Bull. Chem. Soc. Jpn. 1980, 53, 1366.
35. Zheng, M.; Wang, L.; Shao, J.; Zhong, Q. Synth. Commun. 1997, 27, 351.
36. Yadav, J. S.; Subha Reddy, B V.; Nagaraju, A.; Sarma, J.A.R.P. Synth. Commun. 2002, 32, 893.
37. (a) Iranpoor, N.; Kazemi, F. Tetrahedron. 1998, 54, 1475.
38. (b). Iranpoor, N.; Zeynizadeh, B.; Aghapour, A. J. Chem. Res(S). 1999, 554.
39. Kalluraya, B.; Rai, G. Indian J. Chem. 2003, 42B, 2556.
40. Basaif, S. A.; Sobhai, T. R.; Khalil, A. K.; Hassan, M. A. Bull. Korean Chem. Soc. 2005, 26(11), 1677.
41. (a) Zolfigol. M. A. Tetrahedron. 2001, 57, 9509.
42. (b) Zolfigol, M. A.; Bamoniri, A. Synlett. 2002, 1621.
43. (c) Thirunarayanan, G.; Vanangamudi, G. ARKIVOC. 2006, XII, 58.
44. Wells, P. R.; Arnoid, D. P. J. Chem. Soc. Perkins Trans 2. 1970, 1745.
45. Sametannia, S. Zh. Obshch Khim. 1968, 38, 2476.
46. Hays, W. P.; Timmons, C. J. Spectrochim Acta. 1968, 24(A), 3239.
47. Misra, L.; Singh, A. K. Indian J. Chem. 2001, 40(A), 1288.
48. (a) Plyler, E.K. Discuss Faraday Soc. 1950, 9, 100.
49. (b) Silverstein, R.M.; Clayton Bassaler, G.; Morril, T.C. Spectrometric Identification of Organic Compounds; John Wiley & Sons: New York, U. S. A., 1995.
50. (c) Nayak, A.; Nayak, P. L.; Sabata, B. K.; Rout, M. K. J. Indian Chem. Soc. 1964, 41, 501.
51. (d) Ramasamy, R.; Krishnakumar, V. Indian J. Pure and Appl. Phys. 2002, 40, 252.
52. (a) Hamer, G. K.; Peat, I. R.; Reynolds, W. F. Can J. Chem. 1973, 51, 915.
53. (b) Dhami, K, S.; Stothers, J. B. Can J. Chem. 1965, 43, 510.
54. (c) Doddrell, D.; Wells, P. R. J. Chem. Soc, Perkins Trans 2, 1973, 1333.
55. (d) Johnson, L. F.; Jonkowski, W. C. Carbon-13 NMR Spectra, Wiley-Interscience: New York, U.S.A., 1972.
56. (f) Kitching.W.; Bullpitt, M.; Doddrell, D.; Adcock, W.; Org. Magnetic Resonance. 1974, 6, 289.
57. (a). Mišić-Vuković, M.; Radojković -Veličković, M. J. Serb. Chem. Soc. Rev. 1998, 63, 585.
58. (b). Litvinov, V. P.; Krivokolysko, D. Chem. Heterocyclic Compd. 1999, 35, 509.
59. Perjessy, A.; Laucova, M.; Coll. Czech. Chem. Commun. 1971, 36, 2944.
60. Silver, N.L.; Boykin, D. W. J. Org. Commun. 1970, 35, 35.
61. Dass, G. K. Indian J. Chem. 2001, 40(A), 223.
62. Sharma, A.; Gupta, V. P.; Virdi, A. Indian J. Pure Appl. Phys. 2002, 40(4), 246.
63. Dhami, K. S.; Stothers, J. B. Can J. Chem. 1965, 43, 479.
64. Lauterbur, P. C. J. Am. Chem. Soc. 1961, 83, 1846.
65. Savin, V. I.; Gainullina, R. G.; Zuereu, V. V.; Kitaev, J. P. Zh. Org. Khim. 1975, 11, 1169.
66. (a) Solconiova, E.; Toma, S. Org. Magnetic Resonance. 1980, 14, 138.
67. (b) Solconiova, E.; Toma, S. Org. Magnetic Resonance. 1976, 8, 439.
68. (a) Annapoorna, S. R.; Prasad Rao, M.; Sethuram, B. Indian J. Chem. 2002, 41(A), 1341.
69. (b) Thirunarayanan, G.; Ananthakrishna Nadar, P. J. Korean Chem. Soc. 2006, 50(3), 183.
70. (c) Thirunarayanan, G.; Gopalakrishanan, M.; Vanangamudi, G. Spectrochim Acta (A). 2007, 67, 1106.
71. (d) Thirunarayanan, G.; Ananthakrishna Nadar, P. J. Indian Chem. Soc. 2006, 83(11), 1107.
72. (e) Thirunarayanan, G. J. Korean Chem. Soc. 2006, 51(2), 115.
73. (f) Thirunarayanan, G. Indian J. Chem. 2007, 46(B), 1511.
74. Sung, D. D.; Ananthakrishna Nadar, P. Indian J. Chem. 2000, 39(A), 1066.
75. Rajasekaran, K.; Gnanasekaran, C. Indian J. Chem. 1986, 25(A), 64.
76. Rajasekaran, K.; Gnanasekaran, C. J Chem Soc. Perkin Trans 2. 1987, 263.
77. Swain, C.G.; Lupton, E. C. Jr. J. Am. Chem. Soc. 1968, 90, 4328.
78. An article from British Library Direct, 2006, Thirunarayanan, G.; Jaishankar, P. Acta Ciencia Indica (C), 2003, 29(3), 183.