Abstract
A useful method for direct sulfonylation of phenols with p-toluenesulfonic acid in the presence of Al2O3/MeSO3H system has been described.
Similar content being viewed by others
References
W.J. Michael, G.W. Kraatz, US Pat., 4 780127, (1988) (Chem. Abstr., (1989), 111, P129017a)
A. Tobe, Japanese Patent, Jpn. Kokal Tokkyo Koho Jp. 63 63, 612, (1988) (Chem. Abstr. (1989), 111, 133770h)
S. Kato, T. Kitajima, Japanese Patent, Jpn. Kokal Tokkyo koho Jp 63 303, 960, (1988) (Chem. Abstr., (1989), 111, 96674g)
A. Padwa, W. H. Bullock A.D., Dyszlewski J. Org. Chem. 55 (1990) 955.
T. Mishijima, Japanese Patent, Jpn. Kokai Tokkyo Koho Jp 63 09, 573 (Chem. Abstr. (1988), 109, 139306s).
S. M. Mackinnon, J.W. Wanny, Macromolecules, 31 (1990) 7970
F. Paolo, M. Giorgio, M. Patrizia, P. Concetto, S. Filippo, Macromol. Chem. Phys. 197 (1996) 1007
R.L. Robsein, J.J. Straw, D.R. Fahey, US Pat., 5 260 489, (1993) (Chem. Abstr. 1994, 120, P165200z).
L.D. Markley, Y.C. Tony, S.G. Wood, US Pat. 4, 349, 568, (1981) (Chem. Abstr. (1982), 97, 215735g).
S.A. Agripat, Brit. Pat., 1, 136, 514, (1968) (Chem. Abstr. (1969), 70, 47096)
B.S. Patwa, A.R. Parikh, J. Indian Chem. Soc. Vol. L III (1976), 602.
M. Meda, K. Uchiyama, T. Kano, Synthesis (1984), 323
S.R. Sandler, W. Karo, Organic Functional Group Preparation, Academic Press, New York, 1968, 506
B.M. Chodary, N.S. Chowdari, M.L. Kantam, J. Chem. Soc. Perkin Trans. 1 (2000), 2689
F.R. Jensen, G. Goldman, in: G. Olah (Ed.), Friedel-Crafts and Related Reactions; Wiley-Interscience, New York, 1964, p. 1349
J. Dubac, A. Laqorterie and J. Marquie, J. Org. Chem. 66 (2001) 421.
B.M. Chodary, N.S. Chowdari, M.L. Kantam, J. Chem. Soc. Perkin Trans.1 (2000) 2689.
E. Marvell, B. GrayBill, J. Org. Chem. 30 (1965) 4014.
H. Sharghi, B. Kaboudin, J. Chem. Res. (1998) 629.
H. Sharghi, M. Hosseini Sarvari, J. Chem. Res. (S) (2001) 446.
H. Sharghi, M. Hosseini Sarvari, Synth. Commun. 33 (2003) 205.
H. Sharghi, M. Hosseini Sarvari, Tetrahedron 59 (2003) 3627
H. Sharghi, M. Hosseini Sarvari, J. Org. Chem. 68 (2003) 4096.
F.M. Matloubi, M.G. Dakamin, Tetrahedron Lett. 41 (18) (2000) 3479.
B. Das, P. Modhusudhan, B. Venkataiah, Boll, J.Chem. Res, Synop 4 (2000) 200.
K. Atchumani, P. Velsonamy, C. Srinivasan, Proc. Indian Acad. Sci. (Chem. Sci.) 106 (1994) 49.
A. Aleykutty, V. Baliah, J. Indian Chem. Soc. 31 (1954) 513.
A. Aleykutty, V. Baliah, J. Indian Chem. Soc. 32 (1955) 773.
ICI Americans Inc. ACS Organic Division Fellowship Recipient (1990)-(1991).
G.A. Olah, Kobayashi, Shiro, Nishimura, J. Am. Chem. Soc. 24 (1973) 564.
D.K. Ho, A.T. Mckenzie, S.R. Byrn, J.M. Cossody, J. Org. Chem. 52 (1987) 342.
B. GrayBill, J. Org. Chem. 32 (1967) 2931.
M. Ueda, K. Uchiyama, T. Kano, Synthesis (1984) 323.
M. Tanaka, Y. Souma, J. Org. Chem. 57 (1992) 3738.
F. Effenberger, K. Huthmacher, Chem. Ber. 109 (1976) 2315.
M. Ono, Y. Nakamura, S. Sato, I. Itoh, Chem. Lett. (1985) 395.
D.A. Shirley, “Organic Chemistry,” Holt, Rinehart and Winston Inc. New York, N.Y., 1964, p. 634
H. Sharghi, H. Eshghi, Bull. Chem. Soc. Jpn. 66 (1993) 1.
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Sharghi, H., Shahsavari-Fard, Z. Al2O3/MeSO3H (AMA) a useful system for direct sulfonylation of phenols with p-toluenesulfonic acid. JICS 2, 47–53 (2005). https://doi.org/10.1007/BF03245779
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF03245779