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Remote Fluorination and Fluoroalkyl(thiol)ation Reactions
Author(s) -
Zhang FaGuang,
Wang XueQi,
Zhou Yin,
Shi HongSong,
Feng Zhe,
Ma JunAn,
Marek Ilan
Publication year - 2020
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202003416
Subject(s) - reactivity (psychology) , surface modification , alkyl , chemistry , thiol , combinatorial chemistry , ring (chemistry) , functional group , trifluoromethylation , hydrogen atom , selectivity , organic chemistry , catalysis , polymer , medicine , alternative medicine , trifluoromethyl , pathology
Remote functionalization reactions have the power to transform a C−H (or C−C) bond at a distant position from a functional group. This Review summarizes recent advances and key breakthroughs in remote fluorination, trifluoromethylation, difluoromethylation, trifluoromethylthiolation, and fluoroalkenylation reactions. Several powerful strategies have emerged to control the reactivity and distal selectivity such as the undirected radical approach, the 1,5‐hydrogen atom transfer, the metal migration, the use of distant directing groups, and the ring‐opening reactions. These unconventional and predictable C−H (and C−C) functionalization transformations should allow for the preparation of a wide range of otherwise‐difficult‐to‐access alkyl, aromatic, heteroaromatic, and structurally complex fluorides.