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Photoredox-catalyzed oxytrifluoromethylation of alkenes toward CF3-containing five-membered cyclic carbonates
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2024-06-20 , DOI: 10.1039/d4qo00824c
Yihui Mao 1 , Xiangquan Wang 1 , Chengcheng Zhong 1 , Jinkang Jin 1 , Zhan Lu 1
Affiliation  

A visible-light-induced photocatalytic oxytrifluoromethylation reaction of alkenes has been reported for the efficient synthesis of diverse five-membered cyclic carbonates and vicinal diols bearing trifluoroethyl substituted quaternary centers under mild conditions. This protocol features a broad substrate scope and the ability to be performed on a gram scale. Mechanistic studies indicate that the reaction undergoes a process of oxidative radical-polar crossover, leading to the formation of a benzylic carbocation which then undergoes nucleophilic cyclization.

中文翻译:


光氧化还原催化烯烃氧三氟甲基化生成含CF3的五元环状碳酸酯



据报道,可见光诱导的烯烃光催化氧三氟甲基化反应可在温和条件下有效合成多种五元环状碳酸酯和带有三氟乙基取代的四元中心的邻位二醇。该方案具有广泛的底物范围和能够在克级上执行的能力。机理研究表明,该反应经历了氧化自由基-极性交叉的过程,导致形成苄基碳正离子,然后进行亲核环化。
更新日期:2024-06-20
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