Benzylic-acetoxylation of alkylbenzenes with PhI(OAc)2 in the presence of catalytic amounts of TsNH2 and I2

被引：41

作者：

Baba, Haruka ^{[1
]}

Moriyama, Katsuhiko ^{[1
]}

Togo, Hideo ^{[1
]}

机构：

[1] Chiba Univ, Grad Sch Sci, Inage Ku, Chiba 2638522, Japan

来源：

TETRAHEDRON LETTERS | 2011年 / 52卷 / 33期

关键词：

(Diacetoxyiodo)benzene; (Dibenzoyloxyiodo)benzene; Alkylbenzene; p-Toluenesulfonamide; p-Nitrobenzenesulfonamide; (alpha-Acetoxy)alkylbenzene; Molecular iodine; HYPERVALENT IODINE REAGENTS; FRAGMENTATION-INTRAMOLECULAR FUNCTIONALIZATION; C-H BONDS; BETA-FRAGMENTATION; ALKOXY RADICALS; SELECTIVE FUNCTIONALIZATION; IODOSOBENZENE DIACETATE; ORGANOIODINE REAGENTS; N-HYDROXYPHTHALIMIDE; EFFICIENT REAGENT;

D O I：

10.1016/j.tetlet.2011.06.036

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学];

摘要：

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 degrees C gave the corresponding (cc-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. (C) 2011 Elsevier Ltd. All rights reserved.

引用

页码：4303 / 4307

页数：5

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