Abstract
The room temperature ionic liquid, n-butylpyridinium tetrafluoroborate (BPyBF4) is used as a “green” recyclable alternative to classical molecular solvents for the α-tosyloxylation of ketones.
References
1.
Seddon K.R.
, Chem, J. Technol. Biotechnol , 1997 , 68 , 351 .
2.
Chauvin Y.
, and
Olivier-Bourbigou H.
, CHEMTECH , 1995 , 25 , 26 .
3.
Hussey C.L.
, Pure Appl. Chem. , 1988 , 60 , 1763 .
4.
Bonhote P.
,
Dias A.P.
,
Papageorgiou N.
,
Kalyanasundaram K.
, and
Gratzel M.
, Inorg. Chem. , 1996 , 35 , 1168 .
5.
Suarez P.A.Z.
,
Dullius J.E.L.
,
Einloft S.
,
de Souza R.F.
, and
Dupont J.
, Polyhedron. , 1996 , 15 , 1217 .
6.
Welton T.
, Chem. Rev. , 1999 , 99 , 2071 .
7.
Freemoutle M.
, Chem. Eng. News , 2000 , 78 , 37 .
8.
Wasserscheid P.
, and
Keim W.
, Angew. Chem. Int. Ed. Engl. , 2000 , 39 , 3772 .
9.
Sheldon R.
, J. Chem. Soc., Chem. Commun. , 2001 , 2399 .
10.
Carmichael A.J.
,
Haddleton D.M.
,
Bon S.A.F.
, and
Seddon K.R.
, J. Chem. Soc., Chem. Commun. , 2000 , 1237 .
11.
Chauvin Y.
,
Mussmann L.
, and
Olivier H.
, Angew. Chem. Int. Ed. Engl. , 1995 , 34 , 2698 .
12.
(a)
Howarth J.
,
Hanlon K.
,
Fayne D.
, and
McCormac P.
, Tetrahedron Lett. , 1997 , 38 , 3097 .
13.
Fisher T.
,
Sethi A.
,
Welton T.
, and
Woolf J.
, Tetrahedron Lett. , 1999 , 40 , 793 .
14.
Song C.E.
,
Shim W.H.
,
Roh E.J.
,
Lee S.
, and
Choi J.H.
, J. Chem. Soc., Chem. Commun. , 2001 , 1122 .
15.
Boulair V.L.
, and
Gree R.
, J. Chem. Soc., Chem. Commun. , 2000 , 2195 .
16.
(a)
Calo V.
,
Nacci A.
,
Lope L.
, and
Mannarini N.
, Tetrahedron Lett. , 2000 , 41 , 8973 .
17.
Xu L.J.
,
Chen W.P.
, and
Xiao J.L.
, Organometallics , 2000 , 19 , 1123 .
18.
Carmichael A.J.
,
Earle M.J.
,
Holbrey J.D.
,
McCormac P.B.
, and
Seddon K.R.
, Org. Lett. , 1999 , 1 , 997 .
19.
Deshmukh R.R.
,
Rajagopal R.
, and
Srinivasan K.V.
, J. Chem. Soc., Chem. Commun. , 2001 , 1544 .
20.
Bohm V.P.W.
, and
Herrmann W.A.
, Chem. Eur. J. , 2000 , 6 , 1017 .
21.
Calo V.
,
Nacci A.
,
Lopez L.
, and
Lorarro L.
, Tetrahedron Lett. , 2000 , 41 , 8977 .
22.
Mathews C.J.
,
Smith P.J.
, and
Welton T.
, J. Chem. Soc., Chem. Commun. , 2000 , 1249 .
23.
Owens G.S.
, and
Omar M.M.A.
, J. Chem. Soc., Chem. Commun. , 2000 , 837 .
24.
Dubreuil J.F.
, and
Bazureau J.P.
, Tetrahedron Lett. , 2000 , 41 , 7351 .
25.
Howarth J.
, Tetrahedron Lett. , 2000 , 41 , 6627 .
26.
Morrison D.W.
,
Forbes D.C.
, and
James H.
, Tetrahedron Lett. , 2001 , 42 , 6053 .
27.
Creary X.
, J. Amer. Chem. Soc. , 1984 , 106 , 5568 .
28.
Conia J.M.
, and
Salaun J.R.
, Acc. Chem. Res. , 1972 , 5 , 33 .
29.
Lambert J.B.
,
Mark H.W.
,
Holcomb A.G.
, and
Magyar E.S.
, Acct. Chem. Res. , 1979 , 12 , 317 .
30.
(a)
Bonhôte P.
,
Dias A.P.
,
Papageorgiou N.
,
Kalyanasundaram K.
, and
Grätzel M.
, Inorg. Chem. , 1996 , 35 , 1168 .
31.
Suarez P.A.Z.
,
Dillius J.E.L.
,
Einloft S.
,
de Souza R.F.
, and
Dopont J.
, Polygedron , 1996 , 15 , 1217 .
32.
Koser G.F.
,
Relenyi A.G.
,
Kalos A.N.
,
Rebrovic L.
, and
Wettach R.H.
, J. Org. Chem. , 1982 , 47 , 2487 .
33.
Mahavir S.
,
Khanna C.P.G.
, and
Ram P.K.
, Tetrahedron Lett. , 1992 , 33 , 1495
34.
Robert M.M.
,
Penmasta R.
,
Awasthi A.K.
,
Ruwan Epa W.
, and
Prakash I.
, J. Org. Chem. , 1989 , 54 , 1101 .