Thiochroman-4-ones: Synthesis and reactions

Journal of Sulfur Chemistry

Volumn 29, Issue 6, 2008, Pages 623-653

  Bondock, S ^a   Metwally, M A ^a  

^a MANSOURA UNIVERSITY   (Egypt)

Author keywords

Heterocycles; Thiochroman 4 ones; Thiochromones

Indexed keywords

HETEROCYCLES; HETEROCYCLIC RINGS; IMIDAZOL; PYRAZOLES; THIOCHROMAN-4-ONE; THIOCHROMONE;

SYNTHESIS (CHEMICAL);

EID: 56749157612     PISSN: 17415993     EISSN: 17416000     Source Type: Journal    
DOI: 10.1080/17415990802382882     Document Type: Article

References (88)

1. Xiao, W.-J.; Alper, H. J. Org. Chem. 1999, 64, 9646-9652.
2. Li, J.-T.; Li, H.-Y.; Li, H.-Z.; Xiao, L.-W. J. Chem. Res. 2004, 6, 394-395.
3. Xiao, L.-W.; Li, H.-Z. Chinese J. Org. Chem. 2006, 26, 979-982.
4. Chu, S.-L.; Chang, C.-C. Huaxue Xuebao 1958, 24, 87;
5. Chu, S.-L.; Chang, C.-C. Chem. Abstr. 1959, 53, 39911.
6. Sen, A.B.; Arora, S.L. J. Indian Chem. Soc. 1958, 35, 197-201.
7. Sen, A.B.; Kulkarni, Y.D. J. Indian Chem. Soc. 1957, 34, 687-690.
8. (Hokko Chemical Industry, Japan) Jpn. Kokai Tokkyo Koho, Jpn. Patent 82,79231, 1983; (Hokko Chemical Industry Japan] Chem. Abstr. 1984, 100, 138955.
9. Ali, A.; Ahmad, V.U.; Liebscher, J. Eur. J. Org. Chem. 2001, 3, 529-535.
10. Cui, D.-M.; Kawamura, M.; Shimada, S.; Hayashi, T.; Tanaka, M. Tetrahedron Lett. 2003, 44, 4007-4010.
11. Clayton, S.E.; Gabbutt, C.D.; Hepworth, J.D.; Heron, B.M. Tetrahedron 1993, 49, 939-946.
12. Kurth, H.J.; Kraatz, U.; Korte, F. Liebigs Ann. Chem. 1977, 7, 1141-1145.
13. Topolski, M. J. Org. Chem. 1995, 60, 5588-5594.
14. Usachev, B.I.; Sosnovskikh, V.Ya.; Shafeev, M.A.; Röschenthaler, G.-V. Phosphorus Sulfur, Silicon, Realt. Elem. 2005, 180, 1315-1319.
15. Kumar, P.; Bodas, M.S. Tetrahedron 2001, 57, 9755-9758.
16. Kataoka, T.; Watanabe, S.-I.; Mori, E.; Kadomoto, R.; Tanimura, S.; Kohno, M. Bioorg. Med. Chem. 2004, 12, 2397-2407.
17. El-Kerdaway, M.M.; El-Emam, A.A.; El-Subbagh, H.I.; Abushanab, E. Monatsh Chem. 1990, 121, 45-50.
18. Khodair, A.I.; El-Subbagh, H.I.; El-Emam, A.A. Boll. Chim. Farm. 1997, 136, 561-567.
19. Al-Obaid, A.M.; El-Subbagh, H.I.; Khodair, A.; Elmazar, M.M.A. Anti-Cancer Drugs 1996, 7, 873-880.
20. Gabbutt, C.D.; Hepworth, J.D.; Heron, B.M. Tetrahedron 1994, 50, 7865-7878.
21. Patonay, T.; Adam, W.; Lèvai, A.; Kövèr, P.; Nèmeth, M.; Peters, E.-M.; Peters, K. J. Org. Chem. 2001, 66, 2275-2280.
22. Adam, W.; Golsch, D.; Hadjiarapoglou, L.; Levai, A.; Nemes, C.; Patonay, T. Tetrahedron 1994, 50, 13113-13120.
23. Levai, A.; Szabo, Z. Bull. Soc. Chim. Fr. 1991, 11-12, 976;
24. Levai, A.; Szabo, Z. Chem. Abstr. 1992, 116, 173966.
25. Sebok, P.; Lèvai, A.; Timàr, T. Heterocycl. Commun. 1998, 4, 547-552.
26. Holland, H.L.; Manoharan, T.S.; Schweizer, F. Tetrahedron Asymmetry 1991, 2, 335-338.
27. Ghosh, A.K.; Mckee, S.P.; Sanders, W.M. Tetrahedron Lett. 1991, 32, 711-714.
28. Gabbutt, C.D.; Hepworth, J.D.; Heron, B.M. Tetrahedron 1994, 50, 5245-5254.
29. Gabbutt, C.D.; Hepworth, J.D.; Heron, B.M.; Kanjia, M. Tetrahedron 1994, 50, 827-834.
30. Giles, P.R.; Marson, C.M. Aus. J. Chem. 1992, 45, 439-443.
31. Pomorski, J.; Sedzimirska, B. Polish J. Chem. 1984, 58, 941-943;
32. Pomorski, J.; Sedzimirska, B. Chem. Abstr. 1986, 104, 88388.
33. Fang, L.; Guo, C.; Zhang, Q.B. Chinese Chem. Lett. 1997, 8, 939-942.
34. Zhu, Q.; Fang, L.; Zhang, G. Zhongguo Yaowu Huaxue Zazhi 2000, 10, 1-4;
35. Zhu, Q.; Fang, L.; Zhang, G. Chem. Abstr. 2000, 133, 150441.
36. Orlova, E.K.; Sharkova, N.M.; Meshcheryakova, L.M.; Zagorevskii, V.A.; Kucherova, N.F. Chem. Heterocycl. Compd. 1975, 11, 1099-1110.
37. Fravolini, A.; Schiaffella, F.; Orzalesi, G.; Selleri, R.; Volpato, I. Eur. J. Med. Chem. 1978, 13, 347-350.
38. Aksanova, L.A.; Kucherova, N.F.; Sharkova, L.M.; Zagorevskii,V.A. Chem. Heterocycl. Compd. 1972, 8, 669-671.
39. Sharkova, L.M.; Aksanova, L.A.; Kucherova, N.F.; Zagorevskii, V.A. Chem. Heterocycl. Compd. 1971, 7, 710-712.
40. Moriwake, T. J. Med. Chem. 1966, 9, 163-164.
41. Doria, G.; Isetta, A.M.; Ferrari, M.; Trizio, D. Eur. Pat. Appl. 1988, 88, 300115; Doria, G.; Isetta, A.M.; Ferrari, M.; Trizio, D. Chem. Abstr. 1989, 111, 57711.
42. Prokai, L.; Al Nakib, T.M.; Lorand, T. Book of Abstracts, 212th ACS National Meeting, Orlando, FL, August 25-29, 1996, American Chemical Society, Washington D.C.
43. Levai, A.; Schag, J.B. Pharmazie 1979, 34, 749-752.
44. Toth, G.; Halasz, J.; Levai, A.; Nemes, C.; Patonay, T. J. Chem. Soc., Perkin Trans. 1996, 4, 547-550.
45. Giles, P.R.; Marson, C.M. Tetrahedron 1991, 47, 1303-1310.
46. Giles, P.R.; Marson, C.M. Tetrahedron Lett. 1990, 31, 5227-5230.
47. Buu-Hoi, N.P.; Jacquignon, P.; Croisy, A.; Loiseau, A.; Perin, F.; Ricci, A.; Martani, A. J. Chem. Soc. C 1969, 10, 1422-1424.
48. Borisova, L.N.; Kartashova, T.A. Chem. Heterocycl. Compd. 1979, 15, 162-163.
49. Akira, M.; Nobihiro, U.; Kenji, H.; Hiroshi, H.; Stsuyuki, S.; Takuya, K. Jpn. Kokai Tokkyo Koho, 98, 197775, 1999; Akira, M.; Nobihiro, U.; Kenji, H.; Hiroshi, H.; Stsuyuki, S.; Takuya, K. Chem. Abstr. 1999, 131, 351316.
50. Hammam, A.E.-F.G.; Fahmy, A.F.M.; Amr, A.-G.E.; Mohamed, A.M. Indian J. Chem. 2003, 42B, 1985-1993.
51. Fisera, L.; Jaroskova, L.; Lèvai, A.; Jedlovskà, E.; Tòth, G.; Polàkovà, M. Heterocycles 1997, 45, 1651-1655.
52. Tòth, G.; Balàzs, B.; Lèvai, A.; Fisera, L.; Jedlovskà, E. J. Mol. Str. 1999, 508, 29-36.
53. Jedlovskà, E.; Lèvai, A.; Tòth, G.; Balàzs, B.; Fisera, L. J. Heterocycl. Chem. 1999, 36, 1087-1090.
54. Dawood, K.M.; Fuchigami, T. J. Org. Chem. 2005, 70, 7537-7541.
55. Dawood, K.M. Tetrahedron 2005, 61, 5229-5233.
56. Usachev, B.I.; Shafeev, M.A.; Sosnovskikh, V.Ya. Russ. Chem. Bull. 2006, 55, 523-528.
57. Khazi, I.A.M.; Gadad, A.K.; Mahajanshetti, C.S. Indian J. Heterocycl. Chem. 1995, 4, 243-248.
58. Babu, B.R.; Ramana, D.V.; Ramadas, S.R. Sulfur Lett. 1988, 8, 211-215.
59. Nakazumi, H.; Endo, T.; Nakaue, T.; Kitao, T. J. Heterocycl. Chem. 1985, 22, 89-92.
60. Lèvai, A. Monatsh Chem. 1991, 122, 691-695.
61. Metwally, M.A.; Abdel-Mogib, M. Heterocycl. Commun. 1999, 5, 423-427.
62. Wuensch, K.H.; Stahnke, K.H.; Ehlers, A. Chem. Ber. 1970, 103, 2302-2307.
63. Kaye, P.T.; Mphahlele, M.J. Synth. Commun. 1995, 25, 1495-1509.
64. Bates, D.K.; Li, K. J. Org. Chem. 2002, 67, 8662-8665.
65. Xianjun, L.; Quanrui, W.; Yi, L.; Yubo, F.; Zongbiao, D. Synthesis 2000, 3, 435-441.
66. Quanrui, W.; Xianjun, L.; Feng, L.; Zongbiao, D.; Fenggang, T. Synth. Commun. 2002, 32, 1327-1335.
67. Bayomi, S.M. J. Drug Res. 1985 16, 103;
68. Bayomi, S.M. Chem. Abstr. 1987, 106, 156255.
69. Tamura, Y.; Takebe, Y.; Mukai, C.; Ikeda, M. Heterocycles 1981, 15, 875-878.
70. MacKenzie, N.E.; Thomson, R.H.; J. Chem. Soc., Perkin Trans. 1, 1982, 2, 395-402.
71. Tamura, Y.; Takebe, Y.; Bayomi, S.M.M.; Mukai, C.; Ikeda, M.; Murase, M.; Kise, M. J. Chem. Soc., Perkin Trans. 1 1981, 4, 1037-1040.
72. Patonay, T.; Dinya, Z.; Lèvai, A.; Molnàr, D. Tetrahedron 2001, 57, 2895-2907.
73. Robert, F.; Michael, P.; Ruth, J. PCT. Int. Appl. 2006, 12271; Robert, F.; Michael, P.; Ruth, J. Chem. Abstr. 2006, 146, 7828.
74. Still, I.W.J.; Abhyankar, S.B. J. Org. Chem. 1982, 47, 373-374.
75. Hirao, I.; Yamaguchi, M.; Terada, T.; Hasebe, K. Bull. Chem. Soc. Jp. 1985, 58, 2203-2206.
76. Sharon, A.; Pratap, R.; Tripathi, B.; Srivastava, A.K.; Maulik, P.R.; Ram, V.J. Bioorg. Med. Chem. Lett. 2005, 15, 1341-1344.
77. Ram, V.J.; Agarwal, N.; Saxena, A.S.; Farhanullah; Sharon, A.; Maulik, P.R. J. Chem. Soc. Perkin Trans. 2002, 1, 1426-1437.
78. Ram, V.J.; Srivastava, P.; Saxena, A.S., J. Org. Chem. 2001, 66, 5333-5337,
79. Mizuno, A.; Shibata, M.; Iwamori, T.; Inomata, N., Eur. Pat. Appl. 1996, 96,110051, Mizuno, A.; Shibata, M.; Iwamori, T.; Inomata, N., Chem. Abstr. 1997, 126, 144290.
80. Gabbutt, C.D.; Hepworth, J.D.; Heron, B.M. J. Chem. Soc. Perkin Trans. 1992, 22, 3015-3018.
81. Still, I.W.J.; Wilson, D.K.T. Can. J. Chem. 1992, 70, 964-973.
82. Majumdar, K.C.; Pal, A.K.; Ghosh, M. Synth. Commun. 2007, 37, 1525-1534.
83. Majumdar, K.C.; Chattopadhay, S.K.; Mukhopadhyay, P.P. Synth. Commun. 2006, 36, 1291-1297.
84. Kinder, M.A.; Meyer, L.; Margaretha, P. Helv. Chim. Acta, 2001, 84, 2373-2378.
85. Schwebel, D.; Soltau, M.; Margaretha, P. Synthesis 2001, 8, 1111-1113.
86. Campaigne, E.; Blanton, C.D.; Jr. Tetrahedron Lett. 1964, 5, 2489-2491.
87. Campaigne, E.; Burton, H.R.; Blanton, C.D.; Jr.; Schneller, S.W. J. Heterocycl. Chem. 1971, 8, 65-72.
88. Sakamoto, M.; Kamano, H.; Yamamoto, H.; Ikeda, H. Jpn. Patent 1997, 95, 322030; Sakamoto, M.; Kamano, H.; Yamamoto, H.; Ikeda, H. Chem. Abstr. 1997, 126, 305581.