A new synthesis of 4-alkyl/aryl-5,6-dihydro-2H-pyrano[3,2-c]quinoline-2,5-diones and molecular rearrangement of their 3-bromo derivatives to 2-alkyl/aryl-4-oxo-4,5-dihydrofuro[3,2-c]quinoline-3-carboxylic acids

Heterocycles

Volumn 60, Issue 4, 2003, Pages 799-815

  Klásek, Antonin ^a   Kořistek, Kamil ^a   Sedmera, Petr ^b   Halada, Petr ^b  

^a TOMAS BATA UNIVERSITY IN ZLIN   (Czech Republic)

^b INSTITUTE OF MICROBIOLOGY   (Czech Republic)

Author keywords

[No Author keywords available]

Indexed keywords

3,5 DIMETHYL 4 OXO 4,5 DIHYDROFURO[3,2 C]QUINOLINE 2 CARBOXYLATE; 4,6 DIMETHYL 2 OXO 5,6 DIHYDRO 2H PYRANO[3,2 C]QUINOLIN 5 YLIDENE(CHLORO)ACETATE; 5,6 DIHYDRO 2H PYRANO[3,2 C]QUINOLINE 2,5 DIONE DERIVATIVE; CARBOXYLIC ACID DERIVATIVE; QUINOLINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; BROMINATION; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; HYDROLYSIS; INFRARED SPECTROSCOPY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; STRUCTURE ANALYSIS; SYNTHESIS;

EID: 0037386595     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/COM-02-9681     Document Type: Article

References (19)

1. L. Jurd and M. Benson, J. Chem. Soc., Chem. Commun., 1983, 92.
2. T. Ohta and Y. Mori, Pharm. Bull., 1957, 5, 80.
3. T. Ohta, Y. Mori, and M. Umeda, Chem. Pharm. Bull., 1959, 7, 547.
4. J. Reisch, Arch. Pharm., 1967, 300, 533.
5. T. Kappe, P. F. Fritz, and E. Ziegler, Chem. Ber., 1973, 106, 1927.
6. V. S. Rao and M. Darbarwar, Synthesis, 1989, 139.
7. K. C. Majumdar and P. K. Choudhury, Heterocycles, 1991, 32, 73.
8. V. S. Rao and M. Darbarwar, Synth. Commun., 1989, 19, 2713.
9. Y. R. Lee, B. S. Kirn, and H. I. Kweon, Tetrahedron, 2000, 56, 3867.
10. T. Kappe and C. Mayer, Synthesis, 1981, 524.
11. O. S. Wolfbeis, Monatsh., 1982, 113, 365.
12. T. Kappe, R. Aigner, P. Hohengassner, and W. Stadlbauer, J. Prakt. Chem. Chem. Ztg., 1994, 336, 596.
13. T. Kappe and B. Schnell, J. Heterocycl. Chem., 1996, 33, 663.
14. K. Bowden and S. Battah, J. Chem. Soc., Perkin Trans., 2, 1998, 1603.
15. A. J.- Speziale and K. W. Ratts, J. Org. Chem., 1963, 28, 465.
16. D. Uhrín and P. N. Barlow, J. Magn. Reson., 1997, 126, 248.
17. R. E. Hurd and B. K. John, J. Magn. Reson., 1991, 91, 648.
18. W. Wilker, D. Leibfritz, R. Kerssebaum, and W. Bermel, Magn. Reson. Chem., 1993, 31, 287.
19. P. Roschger and W. Stadlbauer, Liebigs Ann. Chem., 1990, 821.