Succinimide-N-sulfonic acid: A mild, efficient, and reusable catalyst for the chemoselective trimethylsilylation of alcohols and phenols

Phosphorus, Sulfur and Silicon and the Related Elements

Volumn 186, Issue 11, 2011, Pages 2156-2165

  Shirini, F ^a   Khaligh, Nader Ghaffari ^a  

^a UNIVERSITY OF GUILAN   (Iran)

Author keywords

Alcohols; Hexamethyldisilazane; Phenols; Succinimide N sulfonic acid; Trimethylsilylation

Indexed keywords

EID: 84855842665     PISSN: 10426507     EISSN: 15635325     Source Type: Journal    
DOI: 10.1080/10426507.2011.602377     Document Type: Article

References (30)

1. Wuts, P. G. M.; Greene, T. W. Protective Groups in Organic Synthesis (John Wiley & Sons, Hoboken, NJ, 2007), 4th ed.
2. Khazaei, A.; Zolfigol, M. A.; Rostami, A.; Ghobani Choghamarani, A. Catal. Commun. 2007, 8, 543-547.
3. Curini, M.; Epifano, F.; Marcotullio, M. C.; Rosati, O.; Costantino, U. Synth. Commun. 1999, 29, 541-546.
4. Firouzabadi, H.; Iranpoor, N.; Amani, K.; Nowrouzi, F. J. Chem. Soc., Perkin Trans. 1 2002, 2601-2604.
5. Zhang, Z. H.; Li, T. S.; Yang, F.; Fu, C. G. Synth. Commun. 1998, 28, 3105-3114.
6. Akhlaghinia, B.; Tavakoli, S. Synthesis 2005, 1775-1778.
7. Tillu, V. H.; Jadhav, V. H.; Borate, H. B.; Wakharkar, R. D. Arkivoc 2004, 83-87.
8. Mojtahedi, M. M.; Abbasi, H.; Abaee, M. S. J. Mol. Catal. A: Chem. 2006, 250, 6-8.
9. Azizi, N.; Yousefi, R.; Saidi, M. R. J. Organomet. Chem. 2006, 691, 817-820.
10. Firouzabadi, H.; Iranpoor, N.; Sobhani, S.; Gassamipour, S. J. Organomet. Chem. 2004, 689, 3197-3202.
11. Yadav, J. S.; Reddy, B. V. S.; Basak, A. K.; Baishya, G.; Venkat Narsaiah, A. Synthesis 2006, 3831-3834.
12. Moghadam, M.; Tangestaninejad, S.; Mirkhani, V.; Baltork, I.M.; Chahardahcheric, S.; Tavakoli, Z. J. Organomet. Chem. 2008, 693, 2041-2046.
13. Firouzabadi, H.; Iranpoor, N.; Jafari, A. A.; Jafari, M. R. J. Organomet. Chem. 2008, 693, 2711-2714.
14. Shaterian, H. R.; Shahrekipoor, F.; Ghashang, M. J. Mol. Catal. A: Chem. 2007, 272, 142-151.
15. Khazaei,K.; Zolfigol,M.A.; Tanbakouchian, Z.; Shiri, M.;Niknam, K.; Saien, J. Catal. Commun. 2007, 8, 917-920.
16. Shaterian, H. R.; Ghashang, M.; Riki, N. T.; Asadi, M. Can. J. Chem. 2008, 86, 841-845.
17. Firouzabadi, H.; Iranpoor, N.; Farahi, S. Catal. Commun. 2009, 10, 1547-1550.
18. Rajagopal, G.; Lee, H.; Kim, S. S. Tetrahedron 2009, 65, 4735-4741.
19. Narsaiah, A. V. J. Organomet. Chem. 2007, 692, 3614-3618.
20. Firouzabadi, H.; Iranpoor, N.; Sobhani, S.; Gassamipour, S.; Amoozgar, Z. Tetrahedron Lett. 2003, 44, 891-893.
21. Firouzabadi, H.; Iranpoor, N.; Farahi, S. J. Organomet. Chem. 2009, 694, 3923-3928.
22. Duan, Z. Y.; Gu, Y. L.; Zhang, J.; Zhu, L. Y.; Deng, Y. Q. J. Mol. Catal. A: Chem. 2006, 250, 163-168.
23. Mojtahedi, M. M.; Saidi, M. R.; Bolourchian, M.; Heravi, M. M. Phosphorus Sulfur Silicon Relat. Elem. 2002, 177, 289-292.
24. Firouzabadi, H.; Iranpoor, N.; Sobhani, S.; Ghassamipour, S. Synthesis 2005, 4, 595-599.
25. Upadhya, T. T.; Daniel, T.; Sudalai, A.; Ravindranathan, T.; Sabu, K. R. Synth. Commun. 1996, 26, 4539-4544.
26. Amantini, D.; Fringuelli, F.; Pizzo, F.; Vaccaro, L. J. Org. Chem. 2001, 66, 6734.
27. Shirini, F.; Mollarazi, E. Catal. Commun. 2007, 8, 1393-1396.
28. Shirini, F.; Abedini, M. J. Iran. Chem. Soc. 2008, 5, S87-S90.
29. Shirini, F.; Zolfigol, M. A.; Abedini, M. Bull. Chem. Soc. Jpn. 2005, 78, 1982-1985.
30. Shirini, F.; Zolfigol, M. A.; Abedini, M. Monatsh. Chem. 2009, 140, 61-64.