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Angew Chem Int Ed Engl. 2014 Sep 22;53(39):10439-42. doi: 10.1002/anie.201404822. Epub 2014 Aug 5.

Exceedingly fast copper(II)-promoted ortho C-H trifluoromethylation of arenes using TMSCF₃.

Author information

1
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Shanghai 200032 (China).

Abstract

The direct ortho-trifluoromethylation of arenes, including heteroarenes, with TMSCF3 has been accomplished by a copper(II)-promoted C-H activation reaction which completes within 30 minutes. Mechanistic investigations are consistent with the involvement of C-H activation, rather than a simple electrophilic aromatic substitution (SE Ar), as the key step.

KEYWORDS:

CH activation; arenes; copper; fluorine; reaction mechanisms

PMID:
25100616
DOI:
10.1002/anie.201404822
[Indexed for MEDLINE]

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