One-Pot Reductive Acetylation of Aldehydes using 1-Hydrosilatrane in Acetic Acid

Abstract

A one-pot, direct reductive acetylation of aldehydes was achieved under mild conditions using 1-hydrosilatrane as a safe and easily accessible catalyst. Described herein is a facile synthesis that produces acylated primary alcohols that can serve as valuable building blocks for organic synthesis. The method has good functional group tolerance and works for a range of aryl aldehydes, with the notable exception of electron-rich arenes. A library of esters was isolated by flash chromatography in yields as high as 92%.

(Diacetoxyiodo)benzene-Mediated C–H Oxidation of Benzylic Acetals

“…With this in mind, herein, we disclosed oxidation of benzylic acetals by using hypervalent iodine oxidant PhI­(OAc) 2 . We have initiated the work with the synthesis of benzylic acetals by the reported method. , Next, we focused on the C–H oxidation of benzylic acetals. Oxidation proceeds rapidly under microwave irradiation to form 2-acetoxy-1,3-dioxolanes.…”