N,N-bond-forming heterocyclization: Synthesis of 3-alkoxy-2H-indazoles

Journal of Organic Chemistry

Volumn 71, Issue 7, 2006, Pages 2687-2689

  Mills, Aaron D ^a   Nazer, Musa Z ^b   Haddadin, Makhluf J ^c   Kurth, Mark J ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

^b UNIVERSITY OF JORDAN   (Jordan)

^c AMERICAN UNIVERSITY OF BEIRUT   (Lebanon)

Author keywords

[No Author keywords available]

Indexed keywords

HETEROCYCLIZATION REACTION; INDAZOLES;

ALCOHOLS; AMINES; CHEMICAL BONDS; CHEMICAL REACTIONS; ORGANIC COMPOUNDS; SOLVENTS;

NITROGEN COMPOUNDS;

AROMATIC AMINE; BENZOIC ACID DERIVATIVE; INDAZOLE DERIVATIVE; O NITROBENZYLAMINE; SOLVENT; UNCLASSIFIED DRUG;

ALKYLATION; ARTICLE; ARYLATION; CHEMICAL BOND; CHEMICAL STRUCTURE; CYCLIZATION; DIELECTRIC CONSTANT; MISCIBILITY; REACTION ANALYSIS; SOLUBILITY; SYNTHESIS; VISCOSITY;

CYCLIZATION; INDAZOLES; MOLECULAR STRUCTURE; STEREOISOMERISM;

EID: 33645529315     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0524831     Document Type: Article

References (24)

1. Butler, M. S. J. Nat. Prod. 2004, 67, 2141.
2. Hassner, A.; Murthy, K. S. K.; Maurya, R.; Dehaen, W.; Friedman, O. J. Heterocycl. Chem. 1994, 31, 687.
3. Padwa, A. Prog. Heterocycl. Chem. 1994, 6, 36.
4. Grimmet, M. R.; Barton, S. D.; Ollis, W. D. Comprehensive Organic Chemistry; Pergamon Press: New York, 1997; Vol. 4, p 357.
5. Stadlbauer, W.; Camp, N. In Science of Synthesis: Houben-Weyl Methods of Molecular Transformations; Bellus, D., Ley, S. V., Noyori, R., Regitz, M., Schaumann, E., Shinkai, E., Thomas, E. J., Trost, B. M., Reider, P. J., Eds.; Thieme: Stuttgart, Germany, 2002; Vol 12, p 227.
6. Song, J. J.; Yee, N. K. Org. Lett. 2000, 2, 519.
7. (a) Paal, C.; Krecke, F. Chem. Ber. 1890, 23, 2640.
8. (b) Paal, C. Chem. Ber. 1891, 24, 959.
9. (c) Busch, V.; Hartman, P. J. Prakt. Chem. 1895, 2, 404.
10. (d) Campi, E. M.; Habsuda, J.; Jackson, W. R.; Jonasson, C. A. M.; Cartrin, A. M.; Quentin, J. Aust. J. Chem. 1995, 48, 2023.
11. Lam, P. Y. S.; Clark, C. G.; Saubern, S.; Adams, J.; Winters, M. P.; Chan, D. M. T.; Combs, A. Tetrahedron Lett. 1998, 39, 2941.
12. (a) Chen, L. J.; Burka, L. T. Tetrahedron Lett. 1998, 39, 5351.
13. (b) Boduszek, B.; Halama, A.; Zón, J. Tetrahedron 1997, 53, 11399.
14. Kurth, M. J.; Olmstead, M. M.; Haddadin, M. J. J. Org. Chem. 2005, 70, 1060.
15. (a) Ardakani, M. A.; Smalley, R. K.; Smith, R. H. J. Chem. Soc., Perkin Trans. 1 1983, 10, 2501.
16. (b) Manouchehr, A. A.; Smalley, R. K.; Smith, R. H. Synthesis 1979, 4, 308.
17. (a) Frontana-Uribe, B. A.; Moinet, C. Acta Chem. Scand. 1999, 53, 814.
18. (b) Frontana-Uribe, B. A.; Moinet, C. Tetrahedron 1998, 54, 3197.
19. (c) Johnston, D.; Smith, D. M.; Shepherd, T.; Thompson, D. J. Chem. Soc., Perkin Trans. 1 1987, 3, 495.
20. (d) Boyer, J. H.; Pagoria, P. F.; Pillai, T. P.; Pace, M. D.; Stec, D. J. Chem. Res., Synop. 1986, 11, 416.
21. Zhang, J.; Barker, J.; Lou B.; Saneii, H. Tetrahedron Lett. 2001, 42, 8405.
22. Johnston, D.; Smith, D. M.; Shepherd, T.; Thompson, D. J. Chem. Soc., Perkin Trans. 1 1987, 3, 495.
23. Kienzle, F.; Kaiser, A.; Chodnekar, M. S. Eur. J. Med. Chem. 1982, 17, 547.
24. Frontana-Uribe, B. A.; Moinet, C. Tetrahedron 1998, 54, 3197.