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光氧化还原与氮杂环卡宾协同实现形式上的1,2-加成脱氧醇同系化反应。

Photoredox and NHC Enabled Deoxygenative Alcohol Homologation via Formal 1,2-Addition.

作者信息

Song Shuo, Li Zhongxian, Wang Lele, Zeng Tianlong, Hu Qiang, Zhu Jun

机构信息

College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, Hubei 430072, China.

出版信息

Org Lett. 2024 Jan 12;26(1):264-268. doi: 10.1021/acs.orglett.3c03857. Epub 2023 Dec 26.

Abstract

A highly efficient photoinduced iron-catalyzed method has been developed for the direct use of alcohols as surrogates for organometallic reagents in the synthesis of tertiary alcohols. This method can be applied to both primary and secondary alcohols with diverse structures, enabling their reaction with aryl ketones under mild conditions. A variety of functional groups, including those that are typically reactive under conventional tertiary alcohol synthesis conditions, are compatible. Mechanistically, this reaction proceeds through the direct addition of the radical to the carbonyl pathway.

摘要

已经开发出一种高效的光诱导铁催化方法,可直接使用醇作为有机金属试剂的替代物来合成叔醇。该方法可应用于具有不同结构的伯醇和仲醇,使其能够在温和条件下与芳基酮反应。包括那些在传统叔醇合成条件下通常具有反应性的各种官能团都是兼容的。从机理上讲,该反应通过自由基直接加成到羰基途径进行。

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