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Aerobic cross-dehydrogenative couplings of N-heteroarenes with toluene derivatives at room temperature
Green Chemistry ( IF 9.8 ) Pub Date : 2021-09-06 , DOI: 10.1039/d1gc02547c
Qiao-Lin Wang 1 , Huawen Huang 1 , Zhaozhao Sun 1 , Yufeng Chen 1 , Guo-Jun Deng 1
Affiliation  

A set of mild aerobic cross-dehydrogenative couplings of N-heteroarenes with the benzylic C(sp3)–H bond has been achieved by using visible-light-induced photocatalysis. This approach was found to provide a sustainable alternative to Minisci benzylation reactions using readily accessible toluene derivatives as benzylating agents. The unique combination of photocatalysis, bromo radical mediation, and aerobic oxidation proved to be the key for the success of the transformation. Mechanistic studies revealed the feasibility of both oxidative and reductive quenching of the excited photocatalyst in the initial step.

中文翻译:

N-杂芳烃与甲苯衍生物在室温下的有氧交叉脱氢偶联

通过使用可见光诱导的光催化,已经实现了一组 N-杂芳烃与苄基 C(sp 3 )-H 键的温和有氧交叉脱氢偶联。发现这种方法为 Minisci 苄基化反应提供了一种可持续的替代方案,使用容易获得的甲苯衍生物作为苄基化剂。光催化、溴自由基介导和有氧氧化的独特组合被证明是转化成功的关键。机理研究揭示了在初始步骤中对激发的光催化剂进行氧化和还原猝灭的可行性。
更新日期:2021-09-20
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