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Sulfur Assisted Tandem Electrophilic Fluorinative Deacylation: Synthesis of alpha-Fluoro beta-Ketosulfides

Varun, Begur Vasanthkumar and Prabhu, Kandikere Ramaiah (2017) Sulfur Assisted Tandem Electrophilic Fluorinative Deacylation: Synthesis of alpha-Fluoro beta-Ketosulfides. In: JOURNAL OF ORGANIC CHEMISTRY, 82 (18). pp. 9525-9536.

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Official URL: http://doi.org/10.1021/acs.joc.7b01547

Abstract

A successful synthesis of alpha-fluoro-beta-ketosulfides using an electrophilic fluorination method has been reported for the first time. The reaction proceeds via an electrophilic fluorination of alpha-sulfenyl-beta-diketones followed by an unexpected tandem deacylation. The resulting products, alpha-fluoro-beta-ketosulfides, are easily oxidized to the corresponding alpha-fluoro-beta-ketosulfones, which can be used for further useful olefination reactions.

Item Type: Journal Article
Publication: JOURNAL OF ORGANIC CHEMISTRY
Additional Information: Copy right for this article belongs to the AMER CHEMICAL SOC, 1155 16TH ST, NW, WASHINGTON, DC 20036 USA
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 21 Oct 2017 06:13
Last Modified: 21 Oct 2017 06:13
URI: http://eprints.iisc.ac.in/id/eprint/58059

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