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Activation of the hypervalent fluoroiodane reagent by hydrogen bonding to hexafluoroisopropanol

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posted on 2019-05-14, 11:02 authored by Harsimran K. Minhas, William Riley, Alison M. Stuart, Martyna Urbonaite
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.

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Citation

Organic and Biomolecular Chemistry, 2018, 16, 7170-7173

Author affiliation

/Organisation/COLLEGE OF SCIENCE AND ENGINEERING/Department of Chemistry

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  • AM (Accepted Manuscript)

Published in

Organic and Biomolecular Chemistry

Publisher

Royal Society of Chemistry

issn

1472-7781

Acceptance date

2018-09-18

Copyright date

2018

Available date

2019-09-18

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Publisher version

https://pubs.rsc.org/en/content/articlelanding/2018/OB/C8OB02236D#!divAbstract

Notes

Electronic supplementary information (ESI) available: Experimental procedures, NMR spectra. CCDC 1859674–1859676. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c8ob02236d;The file associated with this record is under embargo until 12 months after publication, in accordance with the publisher's self-archiving policy. The full text may be available through the publisher links provided above.

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en

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