Oxidative cleavage of C=C bonds in styrene derivatives has been achieved by a combination of [hydroxy(tosyloxy)iodo]benzene (4 eq), p-toluenesulfonic acid (2 eq) and water in acetonitrile at 70 oC. The reaction provides a good to excellent yield of aldehydes. The quantity of [hydroxy(tosyloxy)iodo]benzene is important to obtain high yields. The scope of the reaction on substrates has yet to be determined. 

Oxidative cleavage of C=C bonds by [hydroxy(tosyloxy)iodo]benzene/p-toluenesulfonic acid/water

245th National Meeting (2013)

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