Journal
ORGANIC LETTERS
Volume 23, Issue 4, Pages 1373-1377Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c00031
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Funding
- council of scientific research (CSIR), New Delhi [02(351)/18/EMR-II]
- DST-FIST [SR/FST/CSI-270/2015]
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A metal-free method for hydroxyfluoroalkylation of indoles and imidazo[1,2-a]pyridines has been developed via TEMPO-mediated C(sp(3))-H and C(sp(2))-H bond cross-dehydrogenative coupling of fluorinated alcohols. The protocol showed good yields, broad substrate scope, and scalability, with mechanistic investigation suggesting involvement of a radical pathway.
A simple and highly efficient metal-free method has been developed for hydroxyfluoroalkylation of indoles and imidazo[1,2-a]pyridines via TEMPO-mediated C(sp(3))-H and C(sp(2))-H bond cross-dehydrogenative coupling of fluorinated alcohols and indoles. The protocol showed broad substrate scope, afforded good yields of hydroxyfluoroalkylated products, and was amenable for scale-up. Mechanistic investigation indicated involvement of the radical pathway.
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