钯催化的 1-芳基吡啶 N-氧化物电化学碘化反应

IF 3.3 2区化学 Q1 CHEMISTRY, ORGANIC

The Journal of Organic Chemistry Pub Date : 2024-02-27 DOI:10.1021/acs.joc.3c0260110.1021/acs.joc.3c02601

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

{"title":"钯催化的 1-芳基吡啶 N-氧化物电化学碘化反应","authors":"Hang Zhou, Masahiro Miyasaka, Yu-Han Wang, Takuya Kochi and Fumitoshi Kakiuchi*, ","doi":"10.1021/acs.joc.3c0260110.1021/acs.joc.3c02601","DOIUrl":null,"url":null,"abstract":"The palladium-catalyzed C–H iodination of 1-arylpyridine N-oxides proceeded under electrochemical oxidation conditions using I2 as an iodine source. The reaction of isoquinoline N-oxides possessing various para- or meta-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 N-oxides.","PeriodicalId":57,"journal":{"name":"The Journal of Organic Chemistry","volume":"89 22","pages":"16300–16306 16300–16306"},"PeriodicalIF":3.3000,"publicationDate":"2024-02-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Palladium-Catalyzed Electrochemical Iodination of 1-Arylpyridine N-Oxides\",\"authors\":\"Hang Zhou, Masahiro Miyasaka, Yu-Han Wang, Takuya Kochi and Fumitoshi Kakiuchi*, \",\"doi\":\"10.1021/acs.joc.3c0260110.1021/acs.joc.3c02601\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"The palladium-catalyzed C–H iodination of 1-arylpyridine N-oxides proceeded under electrochemical oxidation conditions using I2 as an iodine source. The reaction of isoquinoline N-oxides possessing various para- or meta-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 N-oxides.\",\"PeriodicalId\":57,\"journal\":{\"name\":\"The Journal of Organic Chemistry\",\"volume\":\"89 22\",\"pages\":\"16300–16306 16300–16306\"},\"PeriodicalIF\":3.3000,\"publicationDate\":\"2024-02-27\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"The Journal of Organic Chemistry\",\"FirstCategoryId\":\"1\",\"ListUrlMain\":\"https://pubs.acs.org/doi/10.1021/acs.joc.3c02601\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"The Journal of Organic Chemistry","FirstCategoryId":"1","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.joc.3c02601","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}

引用次数: 0

摘要

在电化学氧化条件下，以 I2 为碘源，钯催化了 1-芳基吡啶 N-氧化物的 C-H 碘化反应。1 位上具有各种对位或偏取代芳基的异喹啉 N-氧化物在反应过程中生成了相应的碘化产物。芳基上的电子供能基团促进了反应的进行，从而得到相对较高产率的产物。该反应还适用于 2-芳基-3-甲基吡啶 N-氧化物。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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

查看原文本刊更多论文

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

The palladium-catalyzed C–H iodination of 1-arylpyridine N-oxides proceeded under electrochemical oxidation conditions using I₂ as an iodine source. The reaction of isoquinoline N-oxides possessing various para- or meta-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 N-oxides.

求助全文

通过发布文献求助，成功后即可免费获取论文全文。去求助

来源期刊

The Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： The Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.