| Literature DB >> 27813242 |
T Andrew McTeague1, Timothy F Jamison1.
Abstract
We report the first practical use of SF6 as a fluorinating reagent in organic synthesis. Photoredox catalysis enables the in situ conversion of SF6 , an inert gas, into an active fluorinating species by using visible light. Under these conditions, deoxyfluorination of allylic alcohols is effected with high chemoselectivity and is tolerant of a wide range of functional groups. Application of the methodology in a continuous-flow setup achieves comparable yields to those obtained with a batch setup, while providing drastically increased material throughput of valuable allylic fluoride products.Entities:
Keywords: alcohols; continuous flow; fluorination; photoredox catalysis; sulfur hexafluoride
Year: 2016 PMID: 27813242 DOI: 10.1002/anie.201608792
Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN: 1433-7851 Impact factor: 15.336