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Synthesis of thiocarbamoyl halides
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Recent Literature
In the presence of trifluoromethanesulfonyl chloride, triphenylphosphine, and
sodium iodide, a broad range of thiocarbamyl fluorides and isothiocyanates can
be synthesized from secondary and primary amines in good yields, respectively.
The reactions offer good functional group compatibility.
J. Wei, S. Liang, L. Jiang, W. Yi, J. Org. Chem., 2020, 85,
12374-12381.
Reactions of thiocarbonyl fluoride derived from CF3SiMe3, elemental sulfur, and KF with secondary amines
provides a wide variety of thiocarbamoyl
fluorides in good yields at room temperature in THF, whereas the reaction with primary
amines gives isothiocyanates. The
two reactions show broad substrate scope and good functional group tolerance.
Moreover, AgSCF3 can be used as an alternative.
L. Zhen, H. Fan, X. Wang, L. Jiang,
Org. Lett., 2019, 21, 2106-2110.