化学
区域选择性
吡啶
氢原子
氮原子
指示
选择氟
胺气处理
组合化学
立体化学
分子
药物化学
有机化学
烷基
戒指(化学)
催化作用
作者
Eric Holt,Jonah Ruskin,Nathaniel G. Garrison,Srini Vemulapalli,W. P. Lam,Neil Kiame,Nicolas Henriquez,Fanny Borukhova,J. L. R. Williams,Travis Dudding,Thomas Lectka
标识
DOI:10.1021/acs.joc.3c02146
摘要
We have established hydrogen atom transfer (HAT) as the key player in a directed, photopromoted fluorination of pyridylic groups. The Lewis basic pyridyl nitrogen directs amine radical dication propagated HAT and Selectfluor fluorination of various ortho substituents in a highly regioselective manner with little to no side product formation. A variety of pyridines and quinolines were employed to showcase the directing capability of the nitrogen atom. Additionally, both experimental and computational data are provided that illuminate how this mechanism differs from and complements prior work in the area.
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