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

Kiyoshi Kanie, Katsuya Mizuno, Manabu Kuroboshi, Tamejiro Hiyama

Bulletin of the Chemical Society of Japan · 1998 · 74 citations · 18 references

Concepts

Abstract

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.

References

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