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Merck
  • One-pot synthesis of hypervalent iodine reagents for electrophilic trifluoromethylation.

One-pot synthesis of hypervalent iodine reagents for electrophilic trifluoromethylation.

The Journal of organic chemistry (2013-06-06)
Václav Matoušek, Ewa Pietrasiak, Rino Schwenk, Antonio Togni
要旨

Simplified syntheses suited for large scale preparations of the two hypervalent iodine reagents 1 and 2 for electrophilic trifluoromethylation are reported. In both cases, the stoichiometric oxidants sodium metaperiodate and tert-butyl hypochlorite have been replaced by trichloroisocyanuric acid. Reagent 1 is accessible in a one-pot procedure from 2-iodobenzoic acid in 72% yield. Reagent 2 was prepared via fluoroiodane 11 in a considerably shorter reaction time and with no need of an accurate temperature control.