Mn-Catalyzed Aerobic Oxidative α-Cyanation of Tertiary Amines Using Azo/Hydrazide Redox

IF 3.3 2区 化学 Q1 CHEMISTRY, ORGANIC The Journal of Organic Chemistry Pub Date : 2024-09-19 DOI:10.1021/acs.joc.4c01609
Su Been Kim, Gayeong Park, Eun Sun Park, Santanu Maiti, Jinho Kim
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Abstract

Azo compounds such as diethyl azodicarboxylate have been used in oxidative coupling reactions to generate iminium ions from tertiary amines. However, the requirement of stoichiometric amounts of azo compounds limits their large-scale applications. Herein, we present an aerobic oxidative α-cyanation of tertiary amines using catalytic amounts of an azo compound or hydrazine. The developed protocol provides a practical and ecofriendly route for α-cyanated tertiary amines, using molecular oxygen as the terminal oxidant.

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利用偶氮/肼氧化还原锰催化叔胺的有氧氧化α-氰化反应
偶氮化合物(如偶氮二甲酸二乙酯)已被用于氧化偶联反应,从叔胺中生成亚氨基离子。然而,偶氮化合物需要达到一定的数量,这限制了它们的大规模应用。在此,我们提出了一种利用偶氮化合物或肼催化叔胺的有氧氧化α-氰化反应。利用分子氧作为末端氧化剂,所开发的方案为α-氰化叔胺提供了一条实用且环保的途径。
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来源期刊
The Journal of Organic Chemistry
The 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: The 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.
期刊最新文献
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