4.7 Article

Trifluoromethylation of alkenyl bromides and iodides (including 5-iodouracils) with (CF3)2Hg and Cu (trifluoromethylcopper)

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 72, Issue 7, Pages 2678-2681

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo062544a

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Funding

  1. NIGMS NIH HHS [GM029332] Funding Source: Medline

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[GRAPHIC] Bromo- and iodoalkenes undergo trifluoromethylation efficiently in DMA with CF3Cu generated from (CF3)(2)Hg and Cu. Variable stereochemical inversion is observed with substrates having a gem-carbonyl group. Substrates having gem-hydrogen, -alkyl, or -alkenyl groups give products with stereochemical retention.

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