Issue 9, 2017

Catalyst free synthesis of α-fluoro-β-hydroxy ketones/α-fluoro-ynols via electrophilic fluorination of tertiary propargyl alcohols using Selectfluor™ (F-TEDA-BF4)

Abstract

A facile method for the synthesis of α-fluoro-β-hydroxy ketones/α-fluoro-ynols from tertiary propargyl alcohols under electrophilic fluorination conditions using F-TEDA-BF4 has been presented. The products bear pharmaceutically important α-fluoro ketone, gem-diaryl and fluorohydrin moieties in the same molecule. Interestingly, this catalyst free protocol results in monofluorination.

Graphical abstract: Catalyst free synthesis of α-fluoro-β-hydroxy ketones/α-fluoro-ynols via electrophilic fluorination of tertiary propargyl alcohols using Selectfluor™ (F-TEDA-BF4)

Supplementary files

Article information

Article type
Paper
Submitted
18 Jan 2017
Accepted
07 Feb 2017
First published
07 Feb 2017

Org. Biomol. Chem., 2017,15, 2063-2072

Catalyst free synthesis of α-fluoro-β-hydroxy ketones/α-fluoro-ynols via electrophilic fluorination of tertiary propargyl alcohols using Selectfluor™ (F-TEDA-BF4)

N. Naveen and R. Balamurugan, Org. Biomol. Chem., 2017, 15, 2063 DOI: 10.1039/C7OB00140A

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