1280
D. Zareyee, B. Karimi / Tetrahedron Letters 48 (2007) 1277–1280
13. Firouzabadi, H.; Iranpoor, N.; Amani, K.; Nowrouzi, F.
J. Chem. Soc., Perkin Trans. 1 2002, 2601–2604.
14. (a) Karimi, B.; Golshani, B. J. Org. Chem. 2000, 65, 7228–
7230; (b) Shurakawa, E.; Hironaka, K.; Otsuka, H.;
Hayashi, T. Chem. Commun. 2006, 3927–3929.
15. Olah, G. A.; Pradeep, S. I.; Prakash, G. K. S. Synthesis
1986, 513–531.
16. Corma, A. Chem. Rev. 1995, 95, 559–614.
17. Herron, N.; Farneth, W. E. Adv. Mater. 1996, 8, 959–968.
18. Horsley, J. A. CHEMTECH 1997, 45–49.
19. Corma, A.; Garcia, H. Catal. Today 1997, 38, 257–308.
20. Sherrington, D. C. Polymer-Supported in Synthesis. In
Chemistry of Waste Minimization; Clark, J. H., Ed.;
Blackie Academic: London, 1995; pp 141–200.
Basic Sciences (IASBS) Research Councils for support
of this work.
Supplementary data
The TGA diagram and the detailed experimental proce-
dure for the preparation of solid sulfonic acid 1 are
available online with this paper. Supplementary data
associated with this article can be found, in the online
References and notes
21. (a) Lu, Z. L.; Lindner, E.; Mayer, H. A. Chem. Rev. 2002,
102, 3543–3578; (b) Wight, A. P.; Davis, M. E. Chem. Rev.
2002, 102, 3589–3614; (c) Clark, J. H.; Macquarrie, D.
Chem. Commun. 1998, 853–860.
1. (a) Lalonde, M.; Chan, T. H. Synthesis 1985, 817–845; (b)
Greene, T. W.; Wuts, P. G. M. Protective Groups in
Organic Synthesis, 2nd ed.; Wiley: New York, 1991; (c)
Kocienski, P. J. In Protective Groups; Enders, R., Noyori,
R., Trost, B. M., Eds.; Thieme: Stuttgart, 1994.
2. Corey, E. J.; Venkateswarlu, A. J. Am. Chem. Soc. 1972,
94, 6190–6191.
3. Chaudhary, S. K.; Hernandez, O. Tetrahedron Lett. 1979,
20, 99–102.
4. Lombardo, L. Tetrahedron Lett. 1984, 25, 227–228.
5. Olah, G. A.; Gupta, B. G. B.; Narang, S. C.; Malhorta, R.
J. Org. Chem. 1979, 44, 4272–4275.
6. (a) D Sa, B. A.; McLeod, D.; Verkade, J. G. J. Org. Chem.
1997, 62, 5057–5061; (b) D Sa, B. A.; Verkade, J. G. J.
Am. Chem. Soc. 1996, 118, 12832–12833; (c) Martinez, G.
R.; Grieco, P. A.; Williams, E.; Kanai, K.; Srinivasan, C.
V. J. Am. Chem. Soc. 1982, 104, 1436–1438; (d) Aizpurua,
J. M.; Palomo, C. Tetrahedron Lett. 1985, 26, 475–476.
7. Bruynes, C. A.; Jurriens, T. K. J. Org. Chem. 1982, 47,
3966–3969.
8. (a) Langer, S. H.; Connell, S.; Wender, J. J. Org. Chem.
1958, 23, 50–58; (b) Gauttret, P.; El-Ghamarti, S.;
Legrand, A.; Coutrier, D.; Rigo, B. Synth. Commun.
1996, 26, 707–713.
9. Goldschmidt A. G. German Patent 2 758884; Chem.
Abstr. 1979, 90, 6530c.
10. Firouzabadi, H.; Karimi, B. Synth. Commun. 1993, 23,
1633–1641.
11. (a) Zhang, Z. H.; Li, T. S.; Yang, F.; Fu, C. G. Synth.
Commun. 1998, 28, 3105–3114; (b) Mojtahedi, M. M.;
Saidi, M. R.; Bolourchian, M.; Heravi, M. M. Phosphorus,
Sulfur Silicon Relat. Elem. 2002, 177, 289–292.
12. Saidi, M. R.; Azizi, N. Organometallics 2004, 23, 1457–
1458.
22. (a) Mbaraka, I. K.; Radu, D. R.; Lin, V. S.; Shanks, B. H.
J. Catal. 2003, 219, 329–336; (b) Diaz, I.; Marquez-
Alvarez, C.; Mohino, F.; Perez-Pariente, J.; Sastre, E. J.
Catal. 2000, 193, 283–295; (c) Diaz, I.; Marquez-Alvarez,
C.; Mohino, F.; Perez-Pariente, J.; Sastre, E. J. Catal.
2000, 193, 295–302; (d) Wilson, K.; Lee, A. F.; Macquar-
rie, D. J.; Clark, J. H. Appl. Catal. A. 2002, 228, 127–133;
(e) Das, D.; Lee, J.-F.; Cheng, S. Chem. Commun. 2001,
2178–2179; (f) Melero, J. A.; Stucky, G. D.; Van Grieken,
R.; Morales, G. J. Mater. Chem. 2002, 12, 1664–1670; (g)
Clark, J. H. Acc. Chem. Res. 2002, 35, 791–797; (h)
Margolese, D.; Melero, J. A.; Christiansen, S. C.; Chm-
elka, B. F.; Stucky, G. D. Chem. Mater. 2000, 12, 2448–
2459; (i) Van Rhijn, W. M.; De Vos, D. E.; Sels, B. F.;
Bossaert, W. D.; Jacobs, P. A. Chem. Commun. 1998, 317–
318; (j) Lim, M. H.; Blanford, C. F.; Stein, A. Chem.
Mater. 1998, 10, 467–470; (k) Yang, Q.; Kapoor, M. P.;
Inagaki, S. J. Am. Chem. Soc. 2002, 124, 9694–9695.
23. Karimi, B.; Zareyee, D. Tetrahedron Lett. 2005, 46, 4661–
4665.
24. See Supplementary data for experimental details.
25. (a) Karimi, B.; Ma’Mani, L. Org. Lett. 2004, 6, 4813–
4815; (b) Karimi, B.; Zamani, A.; Clark, J. H. Organo-
metallics 2005, 24, 4695–4698; (c) Karimi, B.; Khalkhali,
M. J. Mol. Catal. A. Chem. 2005, 232, 113–117; (d) Rajabi,
F.; Karimi, B. J. Mol. Catal. A. Chem. 2005, 232, 95–99;
(e) Karimi, B.; Ghoreishi-Nezhad, M.; Clark, J. H. Org.
Lett. 2005, 7, 625–628; (f) Karimi, B.; Rajabi, F.; Clark, J.
H.; Macquarrie, D. J. Org. Biomol. Chem. 2005, 3, 725–
726; (g) Karimi, B.; Abedi, S.; Clark, J. H.; Budarin, V.
Angew. Chem., Int. Ed. 2006, 45, 4776–4779; (h) Karimi,
B.; Enders, D. Org. Lett. 2006, 8, 1237–1240.