Electrochemical radical dienylation reaction of arylphosphine oxides

doi:10.6023/cjoc202509004

Chinese Journal of Organic Chemistry

ARTICLE

电化学驱动芳基膦氧化物自由基二烯基化反应

王馨玉^a, 黄晨佩^a, 郭昌^b, 宋琎^*,a

^a物质科学与信息技术研究院安徽大学合肥 230601;
^b合肥微尺度物质科学国家研究中心中国科学技术大学合肥 230026

收稿日期:2025-09-04 修回日期:2025-10-22
基金资助:
国家自然科学基金(No.22471002), 安徽省自然科学基金(No.2308085Y12), 安徽省大学生创新项目 (No.S202510357568).

Electrochemical radical dienylation reaction of arylphosphine oxides

Wang Xinyu^a, Huang Chenpei^a, Guo Chang^b, Song Jin^*,a

^aInstitutes of Physical Science and Information Technology, Anhui University, Hefei 230601;
^bHefei National Laboratory for Physical Sciences at the Microscale, University of Science and Technology of China, Hefei, 230026

Received:2025-09-04 Revised:2025-10-22
Contact: *E-mail: jill@ahu.edu.cn
Supported by:
National Natural Science Foundation of China (No.22471002) and Anhui Provincial Natural Science Foundation (No.2308085Y12), and Undergraduate Students Project of Anhui Province (No.S202510357568).

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Abstract

The development of straightforward and environmentally friendly techniques for synthesizing organophosphorus compounds with C(sp²)-P bonds would be of great value for the advancement of synthetic chemistry. Herein, we report an electrochemically driven dienylation strategy of arylphosphine oxides with allenylsilanes for the efficient synthesis of dienyl phosphorus compounds. A wide range of dienyl organophosphorus compounds with various functional group tolerance were facilely obtained in moderate to great yield. Mechanistic studies indicate that the desired C(sp²)-P bond is constructed through the radical addition process between the phosphoryl radical and the allene carbon.

Key words: electrochemical, dienylation, phosphoryl radical, C(sp²)-P bond

Cite this article

Wang Xinyu, Huang Chenpei, Guo Chang, Song Jin. Electrochemical radical dienylation reaction of arylphosphine oxides[J]. Chinese Journal of Organic Chemistry, doi: 10.6023/cjoc202509004.

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电化学驱动芳基膦氧化物自由基二烯基化反应

Electrochemical radical dienylation reaction of arylphosphine oxides

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