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Hypervalent iodine reagents have a key role in chemical synthesis. 1 Since the first report, 2 CF3CH2OH (TFE) and (CF3)2CHOH (HFIP) have been used as solvent in reactions with hypervalent iodine compounds. However, TFE and HFIP have not been used in the rearrangement of alkenes. 1 We reported the ring contraction of 1,2-dihydronaphthalenes in MeOH or in MeCN mediated by PhI(OH)OTs (HTIB). 3 Herein we describe fluoroalcohols as a great alternative for the oxidative rearrangement of alkenes mediated by HTIB. Some of the results in this work were already presented, 4 and they are shown here for comparison.

Fluoroalcohols: Efficient Solvents for the Iodine(III)-Promoted Oxidative Rearrangement of 1,2-Dihydronaphthalenes