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Selective Radical Fluorination of Tertiary Alkyl Halides at Room Temperature
Author(s) -
Chen He,
Liu Zhonglin,
Lv Ying,
Tan Xinqiang,
Shen Haigen,
Yu HaiZhu,
Li Chaozhong
Publication year - 2017
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201708197
Subject(s) - alkyl , selectfluor , halide , chemistry , halogen , acetonitrile , halocarbon , organic chemistry , halogenation , primary (astronomy) , photochemistry , catalysis , physics , astronomy
Direct fluorination of tertiary alkyl bromides and iodides with Selectfluor is described. The halogen‐exchange fluorination proceeds efficiently in acetonitrile at room temperature under metal‐free conditions and exhibits a wide range of functional group compatibility. Furthermore, the reactions are highly selective in that alkyl chlorides and primary and secondary alkyl bromides remain intact. A radical mechanism is proposed for this selective fluorination.