Facile synthesis of α-fluoroalkyl sulfides under the oxidative desulfurization-fluorination conditions

S. Furuta, Manabu Kuroboshi, T. Hiyama

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20 Citations (Scopus)

Abstract

Upon treatment with n-Bu4NH2F3 and 1,3-dibromo-5,5- dimethylhydantoin, various organic sulfides underwent a Pummerer-type rearrangement, followed by fluorination, to give α-fluoro sulfides. The fluoro-Pummerer rearrangement, when applied to RCH(SMe)CF2SMe, gave trifluoro sulfides RCF(SMe)CF2SMe. When an HF-pyridine reagent was used as the fluorinating agent, an oxidative desulfurization-fluorination reaction occurred depending on the structure of the substrates.

Original languageEnglish
Pages (from-to)2687-2694
Number of pages8
JournalBulletin of the Chemical Society of Japan
Volume71
Issue number11
Publication statusPublished - Nov 1998
Externally publishedYes

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Fluorination
Sulfides
Desulfurization
Substrates

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Facile synthesis of α-fluoroalkyl sulfides under the oxidative desulfurization-fluorination conditions. / Furuta, S.; Kuroboshi, Manabu; Hiyama, T.

In: Bulletin of the Chemical Society of Japan, Vol. 71, No. 11, 11.1998, p. 2687-2694.

Research output: Contribution to journalArticle

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