Thermolytic ring closure reactions of 4-azido-3-phenylsulfanyl- and 4-azido-3-phenylsulfonyl-2-quinolones to 12H-quinolino-[3,4-b][1,4]benzothiazin-6(5H)-ones [1]

Journal of Heterocyclic Chemistry

Volumn 39, Issue 6, 2002, Pages 1259-1264

  Täubl, Anna E ^a   Langhans, Klaus ^a   Kappe, Thomas ^a   Stadlbauer, Wolfgang ^a  

^a UNIVERSITY OF GRAZ   (Austria)

Author keywords

[No Author keywords available]

Indexed keywords

12H QUINOLINO [3,4 B][1,4]BENZOTHIAZIN 6(5H) ONE DERIVATIVE; 4 AZIDO 3 PHENYLSULFANYL 2 QUINOLONE DERIVATIVE; 4 AZIDO 3 PHENYLSULFONYL 2 QUINOLONE DERIVATIVE; 4 CHLORO 3 PHENYLSULFANYL 2 QUINOLONE DERIVATIVE; 4 CHLORO 3 PHENYLSULFONYL 2 QUINOLONE DERIVATIVE; 4 HYDROXY 3 PHENYLSULFANYL 2 QUINOLONE DERIVATIVE; PHENYL SULFIDE; QUINOLINO[3,4 B][1,4]BENZOTHIAZINONE; QUINOLINO[3,4 B][1,4]BENZOTHIAZINONE DIOXIDE DERIVATIVE; QUINOLONE DERIVATIVE; SULFIDE; THIOPHENOL; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; CYCLIZATION; DIFFERENTIAL SCANNING CALORIMETRY; REACTION ANALYSIS; RING CLOSING METATHESIS;

EID: 0036875949     PISSN: 0022152X     EISSN: None     Source Type: Journal    
DOI: 10.1002/jhet.5570390621     Document Type: Article

References (13)

1. Organic Azides in Heterocyclic Synthesis, Part 31. Part 30: W. Stadlbauer and G. Hojas, J. Biochem. Biophys. Methods (2002), in press.
2. P. A. S. Smith, in "Azides and Nitrenes", E. F. V. Scriven, ed., Academic Press, Orlando, Florida, 1984; E. F. V. Scriven and K. Turnbull, Chem. Rev., 88, 297 (1988); B. Iddon, O. Meth-Cohn, E. F. V. Scriven, H. Suschitzky and P. T. Gallagher, Angew. Chem., Int. Ed. Engl., 12, 900 (1979); V. A. Bakuiev, C. O. Kappe and A. Padwa, in "Organic Synthesis: Theory and Applications", Vol. 3, 149, T. Hudlicky, ed., JAI Press Inc., Greenwich/USA - London, 1996.
3. P. A. S. Smith, in "Azides and Nitrenes", E. F. V. Scriven, ed., Academic Press, Orlando, Florida, 1984; B. Iddon, O. Meth-Cohn, E. F. V. Scriven, H. Suschitzky and P. T. Gallagher, Angew. Chem., Int. Ed. Engl., 12, 900 (1979); V. A. Bakuiev, C. O. Kappe and A. Padwa, in "Organic Synthesis: Theory and Applications", Vol. 3, 149, T. Hudlicky, ed., JAI Press Inc., Greenwich/USA - London, 1996.
4. P. A. S. Smith, in "Azides and Nitrenes", E. F. V. Scriven, ed., Academic Press, Orlando, Florida, 1984; E. F. V. Scriven and K. Turnbull, Chem. Rev., 88, 297 (1988); B. Iddon, O. Meth-Cohn, E. F. V. Scriven, H. Suschitzky and P. T. Gallagher, Angew. Chem., Int. Ed. Engl., 12, 900 (1979); V. A. Bakuiev, C. O. Kappe and A. Padwa, in "Organic Synthesis: Theory and Applications", Vol. 3, 149, T. Hudlicky, ed., JAI Press Inc., Greenwich/USA - London, 1996.
5. P. A. S. Smith, in "Azides and Nitrenes", E. F. V. Scriven, ed., Academic Press, Orlando, Florida, 1984; E. F. V. Scriven and K. Turnbull, Chem. Rev., 88, 297 (1988); B. Iddon, O. Meth-Cohn, E. F. V. Scriven, H. Suschitzky and P. T. Gallagher, Angew. Chem., Int. Ed. Engl., 12, 900 (1979); V. A. Bakuiev, C. O. Kappe and A. Padwa, in "Organic Synthesis: Theory and Applications", Vol. 3, 149, T. Hudlicky, ed., JAI Press Inc., Greenwich/USA - London, 1996.
6. W. Stadlbauer and M. Fischer, J. Heterocyclic Chem., 39, 131 (2002).
7. W. Stadlbauer, W. Fiala, M. Fischer, and G. Hojas, J. Prakt. Chem - Chem. Ztg., 342, 33 (2000).
8. W. Stadlbauer, Monatsh. Chem., 118, 1297 (1987).
9. Th. Kappe, B. Schnell, K. Georgieva, B. Jocham, A. E. Mayrhofer, B. P. Nikam, Y. Issac and K. Langhans, Phosphorus, Sulfur, Silicon and Rel. Elem., 95/96, 349 (1994).
10. B. Schnell and Th. Kappe, Monatsh. Chem., 130, 1147 (1999.
11. A. Jajashree, V. Sudhakar Rao and M. Darbarwar, Synth. Comm., 20, 919 (1990).
12. P. Roschger, W. Fiala and W. Stadlbauer, J. Heterocyclic Chem., 29, 225 (1992).
13. H. Wittmann, Monatsh. Chem., 96, 523 (1965).