Direct C-H 3-Arylation of Quinoxalin-2(H)-ones with Aryl Diazonium Salts under Visible-Light Irradiation

doi:10.6023/cjoc201807014

Chinese Journal of Organic Chemistry ›› 2018, Vol. 38 ›› Issue (12): 3189-3196.DOI: 10.6023/cjoc201807014 Previous Articles Next Articles

Special Issue: 碳氢活化合辑2018-2019

Articles

可见光诱导下喹喔啉-2(1H)-酮与重氮盐的直接C-H 3-芳基化反应

王雷雷^a, 鲍鹏丽^a, 刘维伟^a, 刘思彤^a, 胡昌松^a, 岳会兰^b, 杨道山^a, 魏伟^a,b

a 曲阜师范大学化学与化工学院曲阜 273165;
b 中国科学院西北高原生物研究所中国科学院藏药研究重点实验室西宁 810000

收稿日期:2018-07-06 修回日期:2018-07-22 发布日期:2018-08-22
通讯作者: 魏伟 E-mail:weiweiqfnu@163.com
基金资助:
山东省自然科学基金（Nos.ZR2018MB009，ZR2016JL012）、青海省国际科技合作专项基金（Nos.2018-HZ-806，2017-HZ-806）、国家自然科学基金（Nos.21302109，21302110）资助项目.

Direct C-H 3-Arylation of Quinoxalin-2(H)-ones with Aryl Diazonium Salts under Visible-Light Irradiation

Wang Leilei^a, Bao Pengli^a, Liu Weiwei^a, Liu Sitong^a, Hu Changsong^a, Yue Huilan^b, Yang Daoshan^a, Wei Wei^a,b

a School of Chemistry and Chemical Engineering, Qufu Normal University, Qufu 273165;
b Key Laboratory of Tibetan Medicine Research, Northwest Institute of Plateau Biology, Chinese Academy of Sciences, Xining 810008

Received:2018-07-06 Revised:2018-07-22 Published:2018-08-22
Contact: 10.6023/cjoc201807014 E-mail:weiweiqfnu@163.com
Supported by:
Supported by the Natural Science Foundation of Shandong Province (Nos. ZR2018MB009, ZR2016JL012), the International Cooperation Project of Qinghai Province (Nos. 2018-HZ-806, 2017-HZ-806) and the National Natural Science Foundation of China (Nos. 21302109, 21302110).

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Abstract

A simple and practical visible-light-induced protocol has been developed for the construction of 3-arylquinoxa-lin-2(1H)-ones via Eosin Y-catalyzed direct C-H 3-arylation of quinoxalin-2(H)-ones with aryl diazonium salts at room temperature in air. The present reaction provides a cost-effective and operationally straightforward approach to the target products in moderate to good yields, and does not require any metal reagents, bases, acids, and strong oxidants.

Key words: visible-light, Eosin Y catalysis, C-H arylation, aryl diazonium salt, 3-arylquinoxalin-2(1H)-one

Cite this article

Wang Leilei, Bao Pengli, Liu Weiwei, Liu Sitong, Hu Changsong, Yue Huilan, Yang Daoshan, Wei Wei. Direct C-H 3-Arylation of Quinoxalin-2(H)-ones with Aryl Diazonium Salts under Visible-Light Irradiation[J]. Chinese Journal of Organic Chemistry, 2018, 38(12): 3189-3196.

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可见光诱导下喹喔啉-2(1H)-酮与重氮盐的直接C-H 3-芳基化反应

Direct C-H 3-Arylation of Quinoxalin-2(H)-ones with Aryl Diazonium Salts under Visible-Light Irradiation

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