黄药活化醇光氧化催化杜鹃花的C-H脱氧烷基化反应

IF 3.6 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2025-09-19 DOI:10.1021/acs.joc.5c02047

Lili Wang, , , Ling Cui, , , Jinwei Yuan*, , , Yuntao Xia, , , Liangru Yang, , , Yongmei Xiao, , , Dongliang Xing*, , and , Lingbo Qu*,

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引用次数: 0

摘要

在三环己基膦的存在下，利用黄药盐作为烷基化前驱体，建立了一种可见光驱动的氮化脲与醇的脱氧烷基化方法。该方法具有条件温和、台阶效率高、底物范围广的特点，可以使用伯、仲、叔醇作为烷基化剂。此外，机理研究表明，光氧化还原介导的自由基途径涉及黄药中间体，从而提高了反应的选择性。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Photoredox-Catalyzed Deoxygenative C–H Alkylation of Azauracils via Xanthate-Activated Alcohols

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Photoredox-Catalyzed Deoxygenative C–H Alkylation of Azauracils via Xanthate-Activated Alcohols

A visible-light-driven method has been developed for the deoxygenative alkylation of azauracils with alcohols, utilizing xanthate salts as alkylation precursors in the presence of tricyclohexylphosphine. This approach features mild conditions, high step efficiency, and a broad substrate scope, enabling the use of primary, secondary and tertiary alcohols as alkylating agents. Additionally, mechanistic investigations suggest a photoredox-mediated radical pathway that involves xanthate intermediates, thereby enhancing the reaction selectivity.

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来源期刊

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： 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.