Facile Synthesis of Diverse o-Iodoaryl Triflates from o-Silylaryl Triflates by Aluminum- mediated Desilyliodination

被引：8
|
作者：
Yoshida, Suguru [1 ]
Hazama, Yuki [1 ]
Kanemoto, Kazuya [1 ]
Nakamura, Yu [1 ]
Hosoya, Takamitsu [1 ]
机构：
[1] TMDU, Inst Biomat & Bioengn, Lab Chem Biosci, Chiyoda Ku, 2-3-10 Kanda Surugadai, Tokyo 1010062, Japan
来源：
CHEMISTRY LETTERS | 2019年 / 48卷 / 07期
关键词：
Desilyliodination; Aluminum trichloride; Aryne precursor; SELECTIVE SYNTHESIS; CYCLOADDITION REACTIONS; ARYNE; GENERATION; BENZYNE; BOND; PRECURSORS; BEARING; ACCESS; ESTERS;
D O I：
10.1246/cl.190223
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A convenient method for preparing diverse o-iodoaryl triflates by the desilyliodination of o-silylaryl triflates has been developed. The treatment of o-silylaryl triflates with 1,3-diiodo-5,5-dimethylhydantoin (DIH) in the presence of aluminum trichloride efficiently afforded the corresponding o-iodoaryl triflates, including those with multiple 1-iodo-2-(triflyloxy)arene moieties. Various multisubstituted o-iodoaryl triflates were easily prepared by the iridium-catalyzed C-H borylation of readily available, simple o-silylaryl triflates, followed by deborylative transformations and subsequent desilyliodinaton.
引用
收藏
页码：742 / 745
页数：4
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