可见光促进的喹喔啉-2(1)-酮与活性醇的脱氧烷基化反应
Visible-Light-Promoted Deoxygenative Alkylation of Quinoxalin-2(1)-ones with Activated Alcohols.
作者信息
Wang Lili, Yang Pengyuan, Yuan Jinwei, Lian Wei, Jin Xinrong, Zhang Sanyu, Yang Liangru, Xing Dongliang
机构信息
School of Chemistry and Chemical Engineering, Henan University of Technology, Zhengzhou 450001, P. R. China.
The Fifth Affiliated Hospital of Zhengzhou University, Zhengzhou 450052, P. R. China.
出版信息
J Org Chem. 2024 May 3;89(9):6334-6344. doi: 10.1021/acs.joc.4c00309. Epub 2024 Apr 15.
A one-pot strategy for deoxygenative alkylation of alcohols with quinoxalin-2(1)-ones was developed by using xanthate salts as alcohol-activating groups for radical generation in the presence of tricyclohexylphosphine under visible-light-promoted conditions. The remarkable features of this reaction include a broad substrate scope, excellent functional group tolerance, mild conditions, and simple operation. Moreover, the synthetic utility of this reaction was validated by the success of two-step one-pot reactions, scale-up synthesis, and chemoselective radical monodeoxygenation of diols.
通过使用黄原酸盐作为醇活化基团，在可见光促进的条件下，在三环己基膦存在下产生自由基，开发了一种用喹喔啉-2(1)-酮对醇进行脱氧烷基化的一锅法策略。该反应的显著特点包括底物范围广、官能团耐受性好、条件温和且操作简单。此外，通过两步一锅法反应、放大合成以及二醇的化学选择性自由基单脱氧反应的成功，验证了该反应的合成实用性。
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