Photocatalytic Redox-Neutral and Reductive Deoxygenative Alkylation of Benzyl Alcohols Using N-Acyl Carbamothioates as Radical Precursors

IF 3.6 2区 化学 Q1 CHEMISTRY, ORGANIC Journal of Organic Chemistry Pub Date : 2025-02-26 DOI:10.1021/acs.joc.4c02942
Junhao Li, Yuanxin Liu, Li Wang, Yaqun Liu, Min Chen
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Abstract

Herein, we report a photocatalytic redox-neutral and reductive deoxygenative alkylation of N-acyl carbamothioates from benzylic alcohols, with substituted Hantzsch esters and allylic sulfones to afford unsymmetrical 1,2-diaryl ethanes and allylarylmethanes, respectively. This protocol facilitates facile deoxyalkylation of primary, secondary, and tertiary benzylic alcohol-derived N-acyl carbamothioates, which features mild reaction conditions, broad functional group tolerance, and the obviation of external S/O trapping reagents as well as transition metal-coupling catalysts.

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以n -酰基氨基甲酸酯为前体的苯甲醇光催化氧化还原-中性和还原脱氧烷基化反应
在此,我们报道了一种光催化氧化还原中性和还原性脱氧烷基化反应,用取代的Hantzsch酯和烯丙基砜分别从苯基醇中得到不对称的1,2-二芳基乙烷和烯丙基甲烷。该方案有利于伯、仲、叔苄醇衍生的n -酰基氨基甲酸酯的脱氧烷基化,具有反应条件温和、官能团耐受性广、不需要外部S/O捕获试剂和过渡金属偶联催化剂等特点。
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来源期刊
Journal of Organic Chemistry
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.
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