A tandem multi-component synthesis of 5,7-diaryl-5,6,7,8-tetrahydro-1H-pyrido[3,4-b][1,4]thiazin-2(3H)-ones

Tetrahedron

Volumn 62, Issue 20, 2006, Pages 4892-4899

  Raja, Velanganni Paul Alex ^a   Perumal, Subbu ^a  

^a MADURAI KAMARAJ UNIVERSITY   (India)

Author keywords

Enamine; Ethyl 2 (2 oxopropyl)sulfanyl acetate; Mannich; Piperidine; Tandem; Thiazine

Indexed keywords

5,7 BIS(2 CHLOROPHENYL) 5,6 DIHYDRO 1H PYRIDO[3,4 B][1,4]THIAZIN 2(3H) ONE; 5,7 BIS(2 CHLOROPHENYL) 5,6,7,8 TETRAHYDRO 1H PYRIDO[3,4 B][1,4]THIAZIN 2(3H) ONE; 5,7 BIS(2 METHOXYPHENYL) 5,6 DIHYDRO 1H PYRIDO[3,4 B][1,4]THIAZIN 2(3H) ONE; 5,7 BIS(2 METHOXYPHENYL) 5,6,7,8 TETRAHYDRO 1H PYRIDO[3,4 B][1,4]THIAZIN 2(3H) ONE; 5,7 BIS(2 METHYLPHENYL) 5,6 DIHYDRO 1H PYRIDO[3,4 B][1,4]THIAZIN 2(3H) ONE; 5,7 BIS(2 METHYLPHENYL) 5,6,7,8 TETRAHYDRO 1H PYRIDO[3,4 B][1,4]THIAZIN 2(3H) ONE; 5,7 BIS(4 CHLOROPHENYL) 5,6,7,8 TETRAHYDRO 1H PYRIDO[3,4 B][1,4]THIAZIN 2(3H) ONE; 5,7 BIS(4 FLUOROPHENYL) 5,6,7,8 TETRAHYDRO 1H PYRIDO[3,4 B][1,4]THIAZIN 2(3H) ONE; 5,7 BIS(4 METHYLPHENYL) 5,6,7,8 TETRAHYDRO 1H PYRIDO[3,4 B][1,4]THIAZIN 2(3H) ONE; 5,7 DIPHENYL 5,6,7,8 TETRAHYDRO 1H PYRIDO[3,4 B][1,4]THIAZIN 2(3H) ONE; ACETIC ACID DERIVATIVE; ALDEHYDE; AMMONIUM ACETATE; BENZALDEHYDE DERIVATIVE; PYRIDONE DERIVATIVE; THIAZINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL BOND; CIS ISOMER; CRYSTAL STRUCTURE; DIASTEREOISOMER; DRUG SYNTHESIS; MANNICH REACTION; OXIDATION; PRIORITY JOURNAL; REACTION ANALYSIS; STRUCTURE ANALYSIS; TRANS ISOMER; X RAY CRYSTALLOGRAPHY;

EID: 33646030642     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2006.03.009     Document Type: Article

References (19)

1. Taniguchi T., and Ogasawara K. Org. Lett. 2 (2000) 3193
2. Morais L.C., Quintans-Junior L.J., Franco C.I., Almeida J.R., and Almeida R.N. Pharmacol., Biochem. Behav. 79 (2004) 745
3. Geraud G., Lanteri-Minet M., Lucas C., and Valade D. Clin. Ther. 26 (2004) 1305
4. Durieux P., Bruxelle J., Savignoni A., and Coste J. Presse. Med. 30 (2001) 572
5. Iwahara S., Iwasaki T., and Hasegawa Y. Psychopharmacologia 13 (1968) 320
6. Oelssner Jr. W., Peinhardt G., and Buge A. Pharmazie 40 (1985) 341
7. Parish F.A. Med. Times 87 (1959) 1488
8. Srivastava S.K., Yadav R., and Srivastava S.D. Indian J. Chem., Sect. B 43 (2004) 399
9. Moriyama H., Tsukida T., Inoue Y., Yokota K., Yoshino K., Kondo H., Miura N., and Nishimura S. J. Med. Chem. 47 (2004) 1930
10. Arranz M.E., Diaz J.A., Ingate S.T., Witvrouw M., Pannecouque C., Balzarini J., De Clercq E., and Vega S. Bioorg. Med. Chem. 7 (1999) 2811
11. Budriesi R., Cosimelli B., Ioan P., Lanza C.Z., Spinelli D., and Chiarini A. J. Med. Chem. 45 (2002) 3475
12. Schroder J., Henke A., Wenzel H., Brandstetter H., Stammler H.G., Stammler A., Pfeiffer W.D., and Tschesche H. J. Med. Chem. 44 (2001) 3231
13. Rabinovich M.S., Levitov M.M., Kulikova G.N., Verkhovtseva T.P., and Meller F.M. Zh. Obshch. Khim. 33 (1963) 3135
14. Crystallographic data (excluding structure factors) for the structures in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication numbers CCDC 290756-290759. Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge, CB2 1EZ, UK, +44 1223 336408 or e-mail: deposit@ccdc.cam.ac.uk).
15. Enraf-Nonius. CAD-4. Express Version 5.0 (1994), Enraf-Nonius, Delft, The Netherlands
16. Harms K., and Wocadio S. XCAD4 (1995), University of Marburg, Germany
17. North A.C.T., Phillips D.C., and Mathews F.S. Acta Crystallogr., Sect. A 24 (1968) 351
18. Sheldrick G.M. Acta Crystallogr., Sect. A 46 (1990) 467
19. Sheldrick G.M. SHELX97 (1997), University of Gottingen, Germany