Fe(III)/NaBH4-Mediated Free Radical Hydrofluorination of Unactivated Alkenes
Journal of the American Chemical Society2012Vol. 134(33), pp. 13588–13591
Citations Over TimeTop 1% of 2012 papers
Abstract
A powerful Fe(III)/NaBH(4)-mediated free radical hydrofluorination of unactivated alkenes is disclosed using Selectfluor reagent as a source of fluorine and resulting in exclusive Markovnikov addition. In contrast to the traditional and unmanageable free radical hydrofluorination of alkenes, the Fe(III)/NaBH(4)-mediated reaction is conducted under exceptionally mild reaction conditions (0 °C, 5 min, CH(3)CN/H(2)O). The reaction can be conducted open to the air and with water as a cosolvent and demonstrates an outstanding substrate scope and functional group tolerance.
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