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Borazine‐CF3− Adducts for Rapid, Room Temperature, and Broad Scope Trifluoromethylation
Angewandte Chemie International Edition ( IF 16.6 ) Pub Date : 2018-01-09 , DOI: 10.1002/anie.201711316
Jacob B. Geri 1 , Michael M. Wade Wolfe 1 , Nathaniel K. Szymczak 1
Affiliation  

A fluoroform‐derived borazine CF3 transfer reagent is used to effect rapid nucleophilic reactions in the absence of additives, within minutes at 25 °C. Inorganic electrophiles spanning seven groups of the periodic table can be trifluoromethylated in high yield, including transition metals used for catalytic trifluoromethylation. Organic electrophiles included (hetero)arenes, enabling C−H and C−X trifluoromethylation reactions. Mechanistic analysis supports a dissociative mechanism for CF3 transfer, and cation modification afforded a reagent with enhanced stability.

中文翻译:

用于快速,室温和大范围三氟甲基化反应的Borazine-CF3-加合物

甲三氟甲烷衍生的环硼氮烷CF 3 -转移试剂在25用来快速作用的亲核反应在不存在添加剂时,在几分钟内℃。可以高产率地将跨越周期表的七个基团的无机亲电试剂三氟甲基化,包括用于催化三氟甲基化的过渡金属。有机亲电试剂包括(杂)芳烃,可实现CH和CX三氟甲基化反应。机理分析支持CF解离机构3 -转移,和阳离子改性,得到具有增强的稳定性的试剂。
更新日期:2018-01-09
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