A new class of SN2 reactions catalyzed by protic solvents: facile fluorination for isotopic labeling of diagnostic molecules

…, SJ Oh, SJ Lee, JS Kim, JS Ryu, DH Moon…

文献索引：Kim, Dong Wook; Ahn, Doo-Sik; Oh, Young-Ho; Lee, Sungyul; Kil, Hee Seup; Oh, Seung Jun; Lee, Sang Ju; Kim, Jae Seung; Ryu, Jin Sook; Moon, Dae Hyuk; Chi, Dae Yoon Journal of the American Chemical Society, 2006 , vol. 128, # 50 p. 16394 - 16397

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被引用次数: 208

摘要

Aprotic solvents are usually preferred for the SN2 reactions, because nucleophilicity and hence SN2 reactivity are severely retarded by the influence of the partial positive charge of protic solvents. In this work, we introduce a remarkable effect of using tertiary alcohols as a reaction medium for nucleophilic fluorination with alkali metal fluorides. In this novel synthetic method, the nonpolar protic tert-alcohol enhances the nucleophilicity of the ...