Issue 39, 2018

Activation of the hypervalent fluoroiodane reagent by hydrogen bonding to hexafluoroisopropanol

Abstract

Hexafluoroisopropan-2-ol (HFIP) is an excellent solvent for promoting fluorinations with the hypervalent fluoroiodane reagent 1 and crucially, it removes the need for transition metals or TREAT-HF activators. The fluoroiodane reagent 1 was used in HFIP to monofluorinate 1,3-ketoesters and to fluorocyclise unsaturated carboxylic acids in excellent yields under mild reaction conditions.

Graphical abstract: Activation of the hypervalent fluoroiodane reagent by hydrogen bonding to hexafluoroisopropanol

Supplementary files

Article information

Article type
Paper
Submitted
07 août 2018
Accepted
18 sept. 2018
First published
18 sept. 2018

Org. Biomol. Chem., 2018,16, 7170-7173

Activation of the hypervalent fluoroiodane reagent by hydrogen bonding to hexafluoroisopropanol

H. K. Minhas, W. Riley, A. M. Stuart and M. Urbonaite, Org. Biomol. Chem., 2018, 16, 7170 DOI: 10.1039/C8OB02236D

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