Abstract
Neat chlorosulfonic acid reacts with alumina to give alumina sulfuric acid (ASA) in which sulfuric acid is immobilised on the surface of alumina via a covalent bond. Carboxylic acids can be readily converted to their corresponding esters with a combination of ASA and alcohols in solvent free conditions.
References
1.
(a)
Green T.W.
, and
Wost P. G. M.
, Protective Group In Organic Synthesis , John Wiley , New York , 1999 .
2.
Larock R. C.
, Comprehensive Organic Transformations , VCH : New York , 1989 ; 966 .
3.
(a)
Beas G.
, In: Comprehensive Organic Synthesis ,
Trost B.M.
, and
Fleming I.
, eds. Pergamon : Oxford , 1991 ; Vol. 6 , 323 .
4.
Bertin J.
,
Kagan H. B.
,
Luche J.-L.
, and
Sitton R.
, J. Am. Chem. Soc. , 1974 , 96 , 8113 .
5.
Otera J.
, Chem. Rev., (Washington, DC) 1993 , 93 , 1449 .
6.
Rehn D.
, and
Ugi I.
, J. Chem. Res. (S). , 1977 , 119 .
7.
Banerjee A.
,
Senugupta S.
,
Adak M. M.
, and
Banerjee G.
, J. Org. Chem. , 1983 , 48 , 3106 .
8.
Banerjee A.
,
Adak M. M.
,
Das S.
,
Banerjee S.
, and
Senugupta S.
, J Ind. Chem. Soc. , 1987 , 64 , 34 .
9.
Ram R.N.
, and
Charles I.
, Tetrahedron , 1997 , 53 , 7335 .
10.
Rodriguez A.
,
Nomen M.
,
Spur B. W.
, and
Godfroid J. J.
, Tetrahedron Lett. , 1998 , 39 , 8563 .
11.
Breton G.W.
, J. Org. Chem. , 1997 , 62 , 8952 .
12.
Olah G.A.
,
Keumi T.
, and
Meidar D.
, Synthesis , 1978 , 929 .
13.
Zhaung J.W.
,
Li Hu
, and
Quan G. R.
, Fine Chem. (China) , 1997 , 14 , 22 .
14.
Saroja M.
, and
Kaimal T. N. B.
, Synth. Commun. , 1986 , 16 , 1423 .
15.
(a)
Wakasugi K.
,
Misaki T.
,
Yamada K.
, and
Tanabe Y.
, Tetrahedron Lett. , 2000 , 41 , 5249 .
16.
Xiang J.
,
Toyoshima S.
, and
Orita A.
,
Otera
, J. Angew. Chem., Int. Ed. , 2000 , 40 , 3670 .
17.
Xiang J.
, and
Otira A.
, Otera, J. Adv. Synth. Catal. , 2002 , 344 , 84 .
18.
Xiang J.
, and
Otira A.
, Otera, J. Angew. Chem, Int. Ed. , 2000 , 41 , 4117 .
19.
Gacem B.
, and
Jenner G.
, Tetrahedron Lett. , 2003 , 44 , 1391 .
20.
Turro N.J.
, Tetrahedron , 1987 , 43 , 1589 .
21.
(a)
Sharghi H.
, and
Hosseini Sarvari M.
, Synthesis , 2003 , 243 .
22.
Sharghi H.
, and
Hosseini Sarvari M.
, Synlett. , 2001 , 99 .
23.
Sharghi H.
, and
Hosseini Sarvari M.
, Synthesis , 2002 , 1057 .
24.
Sharghi H.
, and
Hosseini Sarvari M.
, Tetrahedron , 2002 , 58 , 10323 .
25.
Sharghi H.
, and
Hosseini Sarvari M.
, J. Chem. Res. , 2001 , 446 .
26.
Olah G.A.
,
Molhotra R.
, and
Narang S. C.
, J. Org. Chem. , 1987 , 43 , 4628 .
27.
Karade N.N.
,
Shirodkar S. G.
,
Potrekar R. A.
, and
Karade H. N
, Synth. Commun. , 2004 , 3 , 391 .
