Synthesis of tricyclic isoindoles and thiazolo[3,2-c][1,3]benzoxazines

Tetrahedron

Volumn 60, Issue 18, 2004, Pages 3949-3955

  Pinho E Melo, Teresa M V D ^a   Santos, Catarina I A ^a   Rocha Gonsalves, António M D'A ^a   Paixão, José A ^b   Beja, Ana M ^b  

^a UNIVERSITY OF COIMBRA   (Portugal)

^b UNIVERSITY OF COIMBRA   (Portugal)

Author keywords

3 Methylene 2,5 oxazolo 2,3 a isoindoles; 1.3 Thiazolo 3,2 c 1,3 benzoxazines; Diastereoselectivity; Thiazolo 2,3 a isoindoles

Indexed keywords

5 ACETYL 2 PHENYL 2,3 DIHYDROTHIAZOLE; 5 OXO 2,3 DIHYDRO 10BH[1.3]THIAZOLO[3,2 C][1,3]BENZOXAZINE 3 CARBOXYLIC ACID; 5 OXO 2,3,5,9B TETRAHYDROTHIAZOLO[2,3 A]ISOINDOLE 3 CARBOXYLATE; BENZOXAZINE DERIVATIVE; CARBOXYLIC ACID DERIVATIVE; CYSTEINE; ESTER DERIVATIVE; ISOINDOLE DERIVATIVE; METHYL GROUP; N CHLOROCARBONYL 2 (2 HYDROXYPHENYL)THIAZOLIDINE 4 CARBOXYLATE; THIAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHIRALITY; CRYSTAL STRUCTURE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOISOMERISM; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

EID: 1842663180     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2004.03.030     Document Type: Article

References (19)

1. Pinho e Melo T.M.V.D., Barbosa D.M., Ramos P.J.R.S., Rocha Gonsalves A.M.A., Gilchrist T.L., Beja A.M., Paixão J.A., Silva M.R., Alte da Veiga L. J. Chem. Soc., Perkin Trans. 1. 1999;1219-1223.
2. Pinho e Melo T.M.V.D., Soares M.I.L., Barbosa D.M., Rocha Gonsalves A.M.A., Paixão J.A., Beja A.M., Silva M.R., Alte da Veiga L. Tetrahedron. 56:2000;3419-3424.
3. Pinho e Melo T.M.V.D., Soares M.I.L., Rocha Gonsalves A.M.A., Paixão J.A., Beja A.M., Silva M.R., Alte da Veiga L., Pessoa J.C. J. Org. Chem. 67:2002;4045-4054.
4. Pinho e Melo T.M.V.D., Gomes C.S.B., Rocha Gonsalves A.M.A., Paixão J.A., Beja A.M., Ramos Silva M., Alte da Veiga L. Tetrahedron. 58:2002;5093-5102.
5. Pinho e Melo T.M.V.D., Santos C.I.A., Rocha Gonsalves A.M.A., Paixão J.A., Beja A.M., Silva M.R. Tetrahedron Lett. 44:2003;8285-8287.
6. Gilchrist T.L., Rocha Gonsalves A.M.A., Pinho e Melo T.M.V.D. Tetrahedron. 50:1994;13709-13724.
7. Oliver G.L., Gates J.W. Jr. J. Am. Chem. Soc. 1958;702-707.
8. Takahashi I., Kawakami T., Hirano E., Yokota H., Kitajima H. Synlett. 1996;353-355.
9. Mertens A., Zilch H., König B., Schäfer W., Poll T., Kampe W., Seidel H., Leser U., Leinert H. J. Med. Chem. 36:1993;2526-2535.
10. Schäfer W., Friebe W.-G., Leinert H., Mertens A., Poll T., Saal W., Zilch H., Nuber B., Ziegler M.L. J. Med. Chem. 36:1993;726-732.
11. Clercq E. J. Med. Chem. 38:1995;2491-2517.
12. Allin S.M., Vaidya D.G., Page M.I., Slawin A.M.Z., Smith T. Tetrahedron Lett. 41:2000;2219-2222.
13. Allin S.M., Vaidya D.G., Page M.I., Slawin A.M.Z. ARKIVOC. 1:2000;151-157.
14. Hiskey R.G., Dominianni S.J. J. Org. Chem. 30:1965;1506-1508.
15. Matsuda, A. H; Tatezaki, Y. R.; Mizuno, S. H.; Katori, T. T. US4,564,615, SS, Pharmaceutical Co, Japan, 1986.
16. Szilágyi L., Györgydeák Z. J. Am. Chem. Soc. 101:1979;427-432.
17. Györgydeák Z., Kajtár-Peredy M., Kajtár J., Kajtár M. Liebigs Ann. Chem. 1987;927-934.
18. Benedini F., Ferrario F., Sala A., Sala L., Soresinetti P.A. J. Heterocycl. Chem. 31:1994;1343-1347.
19. Cremer D., Pople J.A. J. Am. Chem. Soc. 97:1975;1354-1358.