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.

本研究开发了一种可见光驱动的氮杂尿嘧啶（azauracils）与醇的脱氧烷基化方法，该方法以黄原酸盐（xanthate salts）作为烷基化前体，在三环己基膦（tricyclohexylphosphine）存在的条件下进行。该方法具有反应条件温和、步骤效率高、底物适用范围广的特点，可将伯、仲、叔醇用作烷基化试剂。此外，机理研究表明该反应遵循光氧化还原介导的自由基路径，过程中涉及黄原酸酯中间体，从而提升了反应的选择性。