A Facile Synthesis of Trifluoromethylamines by Oxidative Desulfurization-Fluorination of Dithiocarbamates

Kiyoshi Kanie, Katsuya Mizuno, Manabu Kuroboshi, Tamejiro Hiyama

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Abstract

Trifluoromethylamines are easily synthesized from dithiocarbamates by a reagent system consisting of tetrabutylammonium dihydrogentrifluoride and an N-halo imide under mild conditions. When this reaction was applied to dithiocarbamates ArN(R)CS2Me at higher temperatures, the trifluoromethylation was accompanied by halogen substitution at the p-position of the Ar group. The synthesis of trifluoromethyl-substituted adenosine is also described.

Original languageEnglish
Pages (from-to)1973-1991
Number of pages19
JournalBulletin of the Chemical Society of Japan
Volume71
Issue number8
Publication statusPublished - Aug 1998

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Imides
Fluorination
Halogens
Desulfurization
Adenosine
Substitution reactions
Temperature
tetrabutylammonium

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

A Facile Synthesis of Trifluoromethylamines by Oxidative Desulfurization-Fluorination of Dithiocarbamates. / Kanie, Kiyoshi; Mizuno, Katsuya; Kuroboshi, Manabu; Hiyama, Tamejiro.

In: Bulletin of the Chemical Society of Japan, Vol. 71, No. 8, 08.1998, p. 1973-1991.

Research output: Contribution to journalArticle

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