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钯催化的1-芳基吡啶-N-氧化物的电化学碘化反应

Palladium-Catalyzed Electrochemical Iodination of 1-Arylpyridine -Oxides.

作者信息

Zhou Hang, Miyasaka Masahiro, Wang Yu-Han, Kochi Takuya, Kakiuchi Fumitoshi

机构信息

Department of Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama, Kanagawa 223-8522, Japan.

Japan Science and Technology Agency (JST), 4-1-8 Honcho, Kawaguchi, Saitama 332-0012, Japan.

出版信息

J Org Chem. 2024 Nov 15;89(22):16300-16306. doi: 10.1021/acs.joc.3c02601. Epub 2024 Feb 27.

Abstract

The palladium-catalyzed C-H iodination of 1-arylpyridine -oxides proceeded under electrochemical oxidation conditions using I as an iodine source. The reaction of isoquinoline -oxides possessing various - or -substituted aryl groups at the 1-position proceeded to give the corresponding iodination products. Electron-donating groups on the aryl group facilitated the reaction to give relatively high yields of the product. The reaction was also found to be applicable to 2-aryl-3-picoline -oxides.

摘要

在电化学氧化条件下,以I作为碘源,实现了钯催化的1-芳基吡啶-N-氧化物的C-H碘化反应。1-位带有各种邻位或对位取代芳基的异喹啉-N-氧化物反应生成相应的碘化产物。芳基上的供电子基团促进了反应,使产物获得相对较高的产率。该反应也适用于2-芳基-3-甲基吡啶-N-氧化物。

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