PhI- and polymer-supported PhI-catalyzed oxidative conversion of ketones and alcohols to α-tosyloxyketones with m-chloroperbenzoic acid and p-toluenesulfonic acid

被引:79
作者
Yamamoto, Yukiharu
Kawano, Yuhta
Toy, Patrick H.
Togo, Hideo
机构
[1] Chiba Univ, Grad Sch Sci, Inage Ku, Chiba 2638522, Japan
[2] Univ Hong Kong, Dept Chem, Hong Kong, Hong Kong, Peoples R China
关键词
lodobenzene; poly(4-iodostyrene); alpha-tosyloxyketone; ketone; mCPBA; p-toluenesulfonic acid; Catalyst;
D O I
10.1016/j.tet.2007.03.091
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Various ketones were converted to the corresponding alpha-tosyloxyketones with mCPBA and p-toluenesulfonic acid in the presence of a catalytic amount of iodobenzene. Moreover, secondary alcohols were directly converted to the corresponding alpha-tosyloxyketones using mCPBA and catalytic amounts of iodobenzene and potassium bromide, followed by treatment with p-toluenesulfonic acid in a one-pot manner. Poly(4-iodostyrene) could be also used as a recyclable catalyst for the same alpha-tosyloxylation of ketone (C) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4680 / 4687
页数:8
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