Abstract
The stable pyridinium salt of o-iodoxybenzoic acid (PIBX) that is easy to obtain can serve as a convenient substitute of IBX as an oxidant. PIBX is safer, has neutral properties behaves as an equivalent to IBX in the oxidation of alcohols to ketones or aldehydes in polar solvents (DMF, DMSO), and provides higher oxidation rate in THF due to better solubility.
References
1.
Frigerio M., Santagostino M.
Tetrahedron Letters,
1994
2.
3.
Uyanik M., Ishihara K.
Chemical Communications,
2009
4.
Satam V., Harad A., Rajule R., Pati H.
Tetrahedron,
2010
5.
Duschek A., Kirsch S.F.
Angewandte Chemie - International Edition,
2011
6.
Frigerio M., Santagostino M., Sputore S., Palmisano G.
Journal of Organic Chemistry,
1995
7.
Nicolaou K.C., Baran P.S., Zhong Y., Vega J.A.
Angewandte Chemie - International Edition,
2000
8.
Quideau S., Pouységu L., Ozanne A., Gagnepain J.
Molecules,
2005
9.
Van Arman S.A.
Tetrahedron Letters,
2009
10.
More J.D., Finney N.S.
Organic Letters,
2002
11.
Magdziak D., Rodriguez A.A., Van De Water R.W., Pettus T.R.
Organic Letters,
2002
12.
Wu A., Duan Y., Xu D., Penning T.M., Harvey R.G.
Tetrahedron,
2010
13.
Lapitskaya M.A., Vasiljeva L.L., Pivnitsky K.K.
Mendeleev Communications,
2008
14.
10.1016/j.mencom.2012.05.004_bib0045
Plumb
Chem. Eng. News,
1990
15.
16.
Ozanne A., Pouységu L., Depernet D., François B., Quideau S.
Organic Letters,
2003
17.
Aldrich Chemistry Catalog, 2009-2010, 1657.
18.
Gallen M.J., Goumont R., Clark T., Terrier F., Williams C.M.
Angewandte Chemie - International Edition,
2006
19.
Dess D.B., Martin J.C.
Journal of the American Chemical Society,
1991
20.
W. L. E. Armarego and C. L. L. Chai, Purification of Laboratory Chemicals, 5th edn., Butterworth and Heinemann, Amsterdam–Boston–London–New York–Oxford–Paris–San Diego–San Francisco–Singapore–Sydney–Tokyo, 2003, p. 279.
21.
Nutt R.F., Arison B., Holly F.W., Walton E.
Journal of the American Chemical Society,
1965
22.
Beynon P.J., Collins P.M., Doganges P.T., Overend W.G.
Journal of the Chemical Society C Organic,
1966
23.
Nicolaou K.C., Zhong Y.-., Baran P.S.
Journal of the American Chemical Society,
2000
24.
Nicolaou K.C., Montagnon T., Baran P.S., Zhong Y.-.
Journal of the American Chemical Society,
2002
25.
Shibuya M., Ito S., Takahashi M., Iwabuchi Y.
Organic Letters,
2004
26.
Sengoku T., Uemura D., Arimoto H.
Chemistry Letters,
2007
27.
Takale B.S., Telvekar V.N.
Chemistry Letters,
2010
28.
Shing T.K., Wong C., Ting Yip
Tetrahedron Asymmetry,
1996
29.
Soler T., Bachki A., Falvello L.R., Foubelo F., Yus M.
Tetrahedron Asymmetry,
2000