Efficient Copper-Catalyzed Trifluoromethylation of Aromatic and Heteroaromatic Iodides: The Beneficial Anchoring Effect of Borates

Zsombor Gonda, Szabolcs Kovács, Csaba Wéber, Tamás Gáti, Attila Mészáros, András Kotschy* and Zoltán Novák*

*Servier Research Institute of Medicinal Chemistry, Záhony utca 7, H-1031 Budapest; Institute of Chemistry, Eötvös Loránd University, Pázmány Péter stny. 1/a, H-1117 Budapest, Hungary, Email: andras.kotschyhu.netgrs.com, novakzelte.hu

Z. Gonda, S. Kovács, C. Wéber, T. Gáti, A. Mészáros, A. Kotschy, Z. Novák, Org. Lett., 2014, 16, 4268-4271.

DOI: 10.1021/ol501967c

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Abstract

An efficient and broadly applicable copper-catalyzed trifluoromethylation of aromatic iodides with TMSCF₃ was achieved in the presence of borate. Trimethylborate anchors in situ generated trifluoromethyl anion and suppress its rapid decomposition.

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Key Words

trifluoromethylation

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ID: J54-Y2014