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

Zsombor Gonda, Szabolcs Kovács, Csaba Wéber, Tamás Gáti, András Kotschy, Zoltán Novàk

Organic Letters · 2014 · 80 citations · 46 references

Concepts

Abstract

Efficient copper-catalyzed trifluoromethylation of aromatic iodides was achieved with TMSCF3 in the presence of trimethylborate. The Lewis acid was used to anchor the in situ generated trifluoromethyl anion and suppress its rapid decomposition. Broad applicability of the new trifluoromethylating reaction was demonstrated in the functionalization of different aromatic and heteroaromatic iodides.

References

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