Jones Oxidation

K. Bowden et al., J. Chem. Soc. 1946, 39.

The oxidation of primary and secondary alcohols to acids and ketones, respectively, in the presence of chromic acid, aqueous sulfuric acid, and acetone. Isolated multiple bonds are not disturbed under these conditions:



P. Bladon et al., J. Chem. Soc. 1951, 2402; E. R. H. Jones et al., ibid. 1953, 457, 2548, 3019; C. Djerassi et al., J. Org. Chem. 21, 1547 (1956); R. N. Warriner et al., Aust. J. Chem. 31, 1113 (1978); S. V. Ley, A. Madin, Comp. Org. Syn. 7, 253-256 (1991). Extensive synthetic applications: R. A. Epifanio et al., Tetrahedron Letters 29, 6403 (1988); P. A. Evans et al., Synth. Comm. 26, 4685 (1996); N. M. Allanson et al., Tetrahedron Letters 39, 1889 (1998); Y. Watanabe et al., ibid. 40, 3411 (1999). Cf. Sarett Oxidation.