2-Iodylphenol ethers: Preparation, X-ray crystal structure, and reactivity of new hypervalent iodine(V) oxidizing reagents

被引:42
作者
Koposov, Alexey Y. [1 ]
Karimov, Rashad R. [1 ]
Geraskin, Ivan M. [1 ]
Nemykin, Victor N. [1 ]
Zhdankin, Viktor V. [1 ]
机构
[1] Univ Minnesota, Dept Chem & Biochem, Duluth, MN 55812 USA
关键词
D O I
10.1021/jo0614947
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2-Iodylphenol ethers were prepared by the dimethyldioxirane oxidation of the corresponding 2-iodophenol ethers and isolated as chemically stable, microcrystalline products. Single-crystal X-ray diffraction analysis of 1-iodyl-2-isopropoxybenzene 8c and 1-iodyl-2-butoxybenzene 8d revealed pseudopolymeric arrangements in the solid state formed by intermolecular interactions between IO2 groups of different molecules. 2-Iodylphenol ethers can selectively oxidize sulfides to sulfoxides and alcohols to the respective aldehydes or ketones.
引用
收藏
页码:8452 / 8458
页数:7
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