A simple and efficient method is described for the preparation of α-keto esters or
amides from nitromethyl aryl ketones. In the presence of nucleophiles (alcohols or
amines), the ion-supported (diacetoxyiodo)benzene-promoted sp3 C–H oxidation of nitromethyl aryl ketones proceeded efficiently under mild conditions
to give the corresponding α-keto esters and amides in moderate to good yields. This
is the first reported use of (diacetoxyiodo)benzene in the synthesis of α-keto esters
and amides. The reaction is ecofriendly and has the advantages of mild conditions,
short reaction times, and a recyclable reagent.
Key words
keto esters - keto amides - diacetoxyiodobenzene - nitromethyl aryl ketones - oxidation