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From C 1 to C 2 : TMSCF 3 as a Precursor for Pentafluoroethylation
Author(s) -
Xie Qiqiang,
Li Lingchun,
Zhu Ziyue,
Zhang Rongyi,
Ni Chuanfa,
Hu Jinbo
Publication year - 2018
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201807873
Subject(s) - aryl , chemistry , transformation (genetics) , combinatorial chemistry , copper , process (computing) , stereochemistry , medicinal chemistry , organic chemistry , computer science , operating system , biochemistry , alkyl , gene
A highly efficient copper‐mediated aromatic pentafluoroethylation method using TMSCF 3 as the sole fluoroalkyl source is described. The reaction proceeds by a key C 1 to C 2 process, that is, the generation of CuCF 3 from TMSCF 3 , followed by a subsequent spontaneous transformation into CuC 2 F 5 . Various aryl iodides were pentafluoroethylated with the TMSCF 3 ‐derived CuC 2 F 5 . This method represents the first practical and efficient method for pentafluoroethylation of aryl iodides using commercially available TMSCF 3 as a pentafluoroethyl precursor.
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