Journal of Organic Chemistry p. 2924 - 2927 (1990)
Update date:2022-08-28
Topics:
Miller, D. G.
Wayner, D. D. M.
An improved method for palladium(II)-catalyzed Wacker oxidation of cyclic and internal olefins is described.Addition of perchloric, sulfuric, nitric, or tetrafluoroboric acid to a chloride free solution of the Pd(II) catalyst gives rate enhancements of up to a factor of 50.The oxidation of cyclohexene to cyclohexanone, which was previously reported to give a 97percent yield after 5 h, is now accomplished in 1 h quantitatively, with only one-third of the amount of Pd(II) used.Limitations of the method are also discussed.
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