FeCl2/ k2s2o8介导的三氟甲基化n -酰基腙的氧化自由基烷氧羰基化

IF 1.5 4区化学 Q3 CHEMISTRY, ORGANIC

Tetrahedron Letters Pub Date : 2025-07-24 DOI:10.1016/j.tetlet.2025.155767

Teng Niu , Chunliang Zhang , Caiyun Gao , Yue Wang , Huirong Wei , Xinghui Zhang , Rong Zhang , Liping Jiang , Tianyu Yang

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引用次数: 0

摘要

在温和反应条件下，建立了FeCl2/K2S2O8介导的三氟甲基化n -酰腙与氨基甲酸酯的烷氧羰基化反应方案。这种方法可以有效地合成各种功能化的三氟甲基化n -酰基腙衍生物。包括控制实验和密度泛函数理论（DFT）计算在内的机理研究表明，吸电子的三氟甲基促进了自由基加成过程，而硫酸盐自由基阴离子在中间体氧化脱氢过程中起着至关重要的作用。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

FeCl2/K2S2O8-mediated oxidative radical alkoxycarbonylation of trifluoromethylated N-acylhydrazones using carbazates

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FeCl2/K2S2O8-mediated oxidative radical alkoxycarbonylation of trifluoromethylated N-acylhydrazones using carbazates

A protocol for alkoxycarbonylation mediated by FeCl₂/K₂S₂O₈ has been developed for trifluoromethylated N-acylhydrazones with carbazates under mild reaction conditions. This methodology allows for the efficient synthesis of a variety of functionalized trifluoromethylated N-acylhydrazone derivatives. Mechanistic studies, including control experiments and density functional theory (DFT) calculations, indicate that the electron-withdrawing trifluoromethyl group facilitates the radical addition process, and the sulfate radical anion plays a crucial role in the oxidative dehydrogenation of intermediates.

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来源期刊

Tetrahedron Letters 化学-有机化学

CiteScore

3.50

自引率

5.60%

发文量

521

审稿时长

28 days

期刊介绍： Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.