Efficient Friedel-crafts alkylation of indoles and pyrrole with enones and nitroalkene in water

Organic and Biomolecular Chemistry

Volumn 4, Issue 23, 2006, Pages 4275-4277

  Azizi, Najmedin ^b   Arynasab, Fezzeh ^a   Saidi, Mohammad R ^a  

^a SHARIF UNIVERSITY OF TECHNOLOGY   (Iran)

^b CHEMISTRY AND CHEMICAL ENGINEERING RESEARCH CENTER OF IRAN   (Iran)

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; ALKYLATION; CATALYSTS; KETONES; OLEFINS; ORGANIC SOLVENTS; REACTION KINETICS; WATER;

ENONES; FRIEDEL CRAFTS ALKYLATION; NITROALKENE; PYRROLES;

NITROGEN COMPOUNDS;

EID: 33751017070     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b610263h     Document Type: Article

References (38)

1. I. V. Kozhevnikov Chem. Rev. 1998 98 171 198
2. L. E. Briand G. T. Baronetti H. J. Thomas Appl. Catal., A 2003 256 37 50
3. J. Kaur I. V. Kozhevnikov Chem. Commun. 2002 2508 2509
4. J. L. Chao Chem. Rev. 2005 105 3095 3165
5. C. J. Li and T. H. Chang, Organic Reactions in Aqueous Media, Wiley, New York, 1997
6. Z. P. Demko K. B. Sharpless J. Org. Chem. 2001 66 7945 7950
7. M. C. Pirrung K. D. Sarma J. Am. Chem. Soc. 2004 126 444 445
8. B. Jiang C. G. Yang J. Wang J. Org. Chem. 2002 67 1396 1398
9. R. J. Sundberg, The Chemistry of Indoles, Academic, New York, 1970
10. T. S. Kam, in Alkaloids, Chemical and Biological Perspectives, ed., S. W. Pelletier, Pergamon, Amsterdam, 1999, vol. 4, pp. 285
11. M. Somei F. Yamada Nat. Prod. Rep. 2005 22 73 103
12. R. Reddy J. B. Jaquith V. R. Neelagiri S. Saleh-Hanna T. Durst Org. Lett. 2002 4 695 697
13. H. D. King Z. Meng D. Denhart R. Mattson R. Kimura D. Wu Q. Gao J. E. Macor Org. Lett. 2005 7 3437 3440
14. P. S. Baran J. M. Richter J. Am. Chem. Soc. 2004 126 7450 7451
15. R. J. Sundberg, Indoles, Academic Press, San Diego, 1996, pp. 175
16. K. C. Nicolaou and S. A. Snyder, Classics in Total Synthesis II, Wiley-VCH, Weinheim, 2003, ch. 5, 8, 12, 18-20
17. D. A. Evans K. A. Scheidt K. R. Fandrik H. V. Lam J. Wu J. Am. Chem. Soc. 2003 125 10780 10781
18. G. Bartoli M. Bartolacci M. Bosco G. Foglia A. Giuliani E. Marcantoni L. Sambri E. Torregiani J. Org. Chem. 2003 68 4594 4597
19. S. Yamazaki Y. Iwata J. Org. Chem. 2006 71 739 743
20. J. Moran T. Suen A. M. Beauchemin J. Org. Chem. 2006 71 676 679
21. H. Firouzabadi N. Iranpoor F. Nowrouzi Chem. Commun. 2005 789 791
22. M. Bandini P. G. Cozzi M. Giacomini P. Melchiorre S. Selva A. Umani-Ronchi J. Org. Chem. 2002 67 3700 3704
23. B. K. Banik M. Fernandez C. Alvarez Tetrahedron Lett. 2005 46 2479 2482
24. Y.-X. Jia S.-F. Zhu Y. Yang Q.-L. Zhou J. Org. Chem. 2006 71 75 80
25. D.-P. Li Y.-C. Guo Y. Ding W.-J. Xiao Chem. Commun. 2006 799 801
26. J. F. Austin D. W. C. MacMillan J. Am. Chem. Soc. 2002 124 1172 1173
27. N. A. Paras D. W. C. MacMillan J. Am. Chem. Soc. 2001 123 4370 4371
28. Z.-P. Zhan K. Lang Synlett 2005 1551 1554
29. S.-Y. Wang S.-J. Ji T.-P. Loh Synlett 2003 2377 2379
30. M. Bandini M. Fagioli A. Umani-Ronchi Adv. Synth. Catal. 2004 346 545 548
31. K. Manabe N. Aoyama S. Kobayashi Adv. Synth. Catal. 2001 343 174 176
32. W. Zhuang R. G. Hazell K. A. Jørgensen Org. Biomol. Chem. 2005 3 2566 2571
33. N. Azizi M. R. Saidi Organometallics 2004 23 1457 1458
34. N. Azizi M. R. Saidi Eur. J. Org. Chem. 2003 4630 4633
35. N. Azizi M. R. Saidi Org. Lett. 2005 7 3649 3651
36. N. Azizi R. Yousefi M. R. Saidi J. Organomet. Chem. 2006 691 817 820
37. N. Azizi F. Aryanasab L. Torkiyan A. Ziyaei M. R. Saidi J. Org. Chem. 2006 71 3634 3635
38. N. Azizi L. Torkiyan M. R. Saidi Org. Lett. 2006 8 2079 2082