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二氧化钛催化的二芳基氧化膦与醇和酚的有氧交叉脱氢偶联反应

Photocatalyzed Aerobic Cross-Dehydrogenative Coupling of Diarylphosphine Oxides with Alcohols and Phenols.

作者信息

Zhou Hongyan, Wu Chengqi, Han Yating, Huang Bao, Wang Cunhui, Mei Shouying, Yang Jingya

机构信息

College of Science, Gansu Agricultural University, Lanzhou 730070, China.

College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070, China.

出版信息

Org Lett. 2024 Mar 29;26(12):2435-2439. doi: 10.1021/acs.orglett.4c00580. Epub 2024 Mar 19.

DOI:10.1021/acs.orglett.4c00580
PMID:38501966
Abstract

A photocatalytic cross-dehydrogenative coupling of diarylphosphine oxides with alcohols and phenols has been developed. Using organic dye Rose Bengal as the photocatalyst and air as the oxidant, the reaction proceeded smoothly at room temperature. Both alcohols and phenols were feasible, affording various organophosphinates in high yields. The absence of a halogenating reagent, the absence of a transition-metal catalyst, a green oxidant, and mild conditions make this strategy environmentally benign and sustainable. Mechanistic studies indicated that the reaction is enabled by the cooperation of photoredox catalysis and photosensitization.

摘要

已开发出一种二芳基氧化膦与醇和酚的光催化交叉脱氢偶联反应。使用有机染料孟加拉玫瑰红作为光催化剂,以空气作为氧化剂,该反应在室温下顺利进行。醇和酚均可参与反应,能以高收率得到各种有机次膦酸酯。无需卤化试剂、无需过渡金属催化剂、使用绿色氧化剂以及温和的反应条件使得该策略具有环境友好性和可持续性。机理研究表明,该反应是通过光氧化还原催化和光敏化协同作用实现的。

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