Hypervalent iodine(III)-mediated decarboxylative acetoxylation at tertiary and benzylic carbon centers

Abstract

The decarboxylative acetoxylation of carboxylic acids using a combination of PhI(OAc)2 and I2 in a CH2Cl2/AcOH mixed solvent is reported. The reaction was successfully applied to two types of carboxylic acids containing an α-quaternary and a benzylic carbon center under mild reaction conditions. The resulting acetates were readily converted into the corresponding alcohols by hydrolysis.

Keywords

• acetoxylation
• carboxylic acids
• decarboxylation
• hypervalent iodine
• iodine