Tetrahedron Letters

Benzylic-acetoxylation of alkylbenzenes with PhI (OAc) 2 in the presence of catalytic amounts of TsNH 2 and I 2

H Baba, K Moriyama, H Togo

Index: Baba, Haruka; Moriyama, Katsuhiko; Togo, Hideo Tetrahedron Letters, 2011 , vol. 52, # 33 p. 4303 - 4307

Full Text: HTML

Citation Number: 18

Abstract

Treatment of alkylbenzenes with (diacetoxyiodo) benzene in the presence of catalytic amounts of p-toluenesulfonamide or p-nitrobenzenesulfonamide, and molecular iodine in 1, 2-dichloroethane at 60° C gave the corresponding (α-acetoxy) alkylbenzenes in good to moderate yields. The present reaction is a simple method for the introduction of an acetoxy group to the benzylic position of alkylbenzenes.