Pentafluorosulfanoxylation of Hypervalent Chlorines and Bromines for Access to Pentafluoro(biaryloxy)-λ⁶-sulfanes

Abstract

The SF 5 O group has been less explored as a highly fluorinated substituent on an organic framework. In fact, only a few SF 5 O-containing compounds have been reported, and the preparation of SF 5 O-containing compounds relied on hazardous reagents and special apparatuses. Herein we describe safe and efficient access to various pentafluoro(aryloxy)-λ 6 -sulfanes (ArOSF 5 ) through the reaction of hypervalent λ 3 -chlor(brom)anes with [Et 3 MeN] + [OSF 5 ] − . The synthetic and application potentials of ArOSF 5 moieties were demonstrated by the inertness of OSF 5 moieties in the presence of palladium catalysts, alkalis, and nucleophiles.

Topics & Concepts