Modification of the Gewald methodology for the synthesis of 3-amino-2-(1H-1,2,3-benzotriazol-1-yl) substituted benzofurans, benzothiophenes and 1H-indoles

Arkivoc

Volumn 2005, Issue 15, 2005, Pages 4-11

  Rádl, Stanislav ^a   Obadalová, Iva ^a  

^a Zentiva Prague   (Czech Republic)

Author keywords

Benzofurans; Benzothiophenes; Benzotriazole; Gewald methodology; Indoles

Indexed keywords

EID: 23744510681     PISSN: 14246376     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (21)

1. Jie J. Li In Name Reactions: A Collection of Detailed Reaction Mechanisms, 2nd Edition, Springer-Verlag, New York 2003.
2. (a) Gewald, K.; Jansch, H.-J. J. Prakt. Chem. 1973, 315, 779.
3. (b) Vaidya, V.P., Mahjan, S.B.; Agasimundin, Y.S. Ind. J. Chem., Sect. B 1981, 20, 391.
4. (a) Rádl, S.; Hezký, P.; Urbánková, J.; Váchal, P.; Krejčí, I. Collect. Czech. Chem. Commun. 2000, 65, 280.
5. (b) Rádl, S.; Hezký, P.; Konvička, P.; Krejčí, I. Collect. Czech. Chem. Commun. 2000, 65, 1093.
6. (a) Carrington, D.E.L.; Clarke, K.; Scrowston, R.M. J. Chem. Soc. (C), 1971, 3903.
7. (b) Beck, J.R. J. Org. Chem. 1972, 37, 3224.
8. (c) Beck, J.R.; Yahner, J.A. J. Org. Chem. 1974, 39, 3440.
9. (d) Li, Z.-T.; Lin, Y.-D.; Chi, C.-S. Heterocycles 1992, 34, 1729.
10. Garcia, E.E.; Benjamin, L.E.; Fryer R.I. J. Heterocyclic Chem. 1973, 10, 51.
11. Rádl, S.; Konvička, P.; Váchal, P. J. Heterocyclic Chem. 2000, 37, 855.
12. (a) Katritzky, A.R.; Lan, X.; Yang, J.Z.; Denisko, O.V. Chem. Rev. 1998, 98, 409.
13. (b) Katritzky, A.R. J. Heterocyclic Chem. 1999, 36, 1501.
14. (c) Katritzky, A.R.; Manju, K.; Singh, S.K.; Meher, N.K.: Tetrahedron 2005, 61, 2555.
15. (a) Maquestiau, A.; Beugnies, D.; Flammang, R.; Katritzky, A.R.; Soleiman, M.; Davis, T.; Lam, J.N. J. Chem. Soc., Perkin Trans. 2, 1988, 1071.
16. (b) Barker, S.J.; Storr, R.C. J. Chem. Soc., Perkin Trans. 1, 1990, 485.
17. Katritzky, A.R. Heterocycles 2002, 58, 311.
18. (a) Doepp, D.; Orlewska, C.; Saczewski, F. J. Heterocyclic Chem, 1993, 30, 833.
19. (b) Edstrom, E.D.; Yuan, W. Tetrahedron Lett., 1991, 32, 323.
20. Schroeder, H.E.; Rigby, G.W. J. Am. Chem. Soc. 1949, 71, 2205.
21. Abramovich, R.A.; Knaus, G.N.; Uma, V. J. Org. Chem. 1974, 39, 1101.