Friedel-Crafts alkylation of indoles with epoxides catalyzed by nanocrystalline titanium(IV) oxide

Tetrahedron Letters

Volumn 47, Issue 35, 2006, Pages 6213-6216

  Kantam, M Lakshmi ^a   Laha, Soumi ^a   Yadav, Jagjit ^a   Sreedhar, B ^a  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

Epoxide; Heterogeneous catalyst; Indole; Nano TiO2

Indexed keywords

CRYSTALLIN; INDOLE DERIVATIVE; NANOPARTICLE; TITANIUM DIOXIDE;

ARTICLE; CATALYSIS; FRIEDEL CRAFTS REACTION; ROOM TEMPERATURE; STEREOCHEMISTRY;

EID: 33746292436     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.06.163     Document Type: Article

References (26)

1. Jung M.E., and Slowinski F. Tetrahedron Lett. 42 (2001) 6835
2. Walsh T., Toupence R.B., Ujjainwalla F., Young J.R., and Goulet M.T. Tetrahedron 57 (2001) 5233
3. Zhang H.-C., Ye H., Moretto A.F., Brumfield K.K., and Maryanoff B.E. Org. Lett. 2 (2000) 89
4. Dirlam J.P., Clark D.A., and Hecker S.J. J. Org. Chem. 51 (1986) 4920
5. Rao A.S., Paknikar S.K., and Kirtane J.G. Tetrahedron 39 (1983) 2323
6. Smith J.G. Synthesis (1984) 629
7. Hirose T., Sunazuka T., Zhi-ming T., Handa M., Vchida R., Shiomi K., Hrigaya Y., and Omura S. Heterocycles 53 (2000) 777
8. Yadav J.S., Reddy B.V.S., and Baishya G. Chem. Lett. (2002) 906
9. Kotsuki H., Nishiuchi M., Kobayashi S., and Nishizawa H. J. Org. Chem. 55 (1990) 2969
10. Kotsuki H., Hayashida K., Shimanouchi T., and Nishizawa H. J. Org. Chem. 61 (1996) 984
11. Kotsuki H., Teraguchi M., Shimomoto N., and Ochi M. Tetrahedron Lett. 37 (1996) 3727
12. Yadav J.S., Reddy B.V.S., Abraham S., and Sabitha G. Synlett (2002) 1550
13. Bandini M., Cozzi P.G., Melchiorre P., and Umani-Ronchi A. J. Org. Chem. 67 (2002) 5386
14. Bandini M., Cozzi P.G., Melchiorre P., and Umani-Ronchi A. Angew. Chem., Int. Ed. 43 (2004) 84
15. Itoh H., Utamapanya S., Stark J.V., Klabunde K.J., and Schlup J.R. Chem. Mater. 5 (1993) 71
16. Jiang Y., Decker C., Mohs C., and Klabunde K.J. J. Catal. 180 (1998) 24
17. Guzman J., and Gates B.C. Nano Lett. 1 (2001) 689
18. Choudary B.M., Mulukutla R.S., and Klabunde K.J. J. Am. Chem. Soc. 125 (2003) 2020
19. Choudary B.M., Kantam M.L., Ranganath K.V.S., Mahender K., and Sreedhar B. J. Am. Chem. Soc. 126 (2004) 3396
20. Richards R., Li W., Decker S., Davidson C., Koper O., Zaikovski V., Volodin A., and Rieker T. J. Am. Chem. Soc. 122 (2000) 4921
21. Choudary B.M., Ranganath K.V.S., Pal U., Kantam M.L., and Sreedhar B. J. Am. Chem. Soc. 127 (2005) 13167
22. Bosh H., and Janssen F. Catal. Today 2 (1988) 369
23. Forzatti P. Catal. Today 62 (2000) 51
24. Hoffman M.R., Martin S.T., Choi W., and Wahneman D.W. Chem. Rev. 95 (1995) 69
25. Maldoti A., Molinari A., and Amadeni R. Chem. Rev. 102 (2002) 3811
26. 14NO): C, 70.72; H, 5.19; N, 5.15. Found: C, 70.78, H, 5.22, N, 5.10.