A synthesis of a wide range of different aliphatic, aromatic, and heterocyclic N-(trifluoromethyl)amides along with aromatic N-(difluoromethylene)-N-(trifluoromethyl)amine derivatives has been developed. The starting materials are the easily available isothiocyanates, and the fluorinating reagent is the commercially available bromine trifluoride. The reaction is performed under mild conditions, and the fluorinated amides and amines are produced in moderate to high yields.

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Both alkyl and aryl chlorothioformates could readily be obtained from the corresponding alcohols and thiophosgene. These families of compounds were treated with BrF 3 to form the corresponding alkyl and aryl chlorodifluoromethyl ethers in 60-85 % yields. The method is suitable for constructing

This work demonstrates the unique features of the never used before Py•BrF(3) complex in the field of aromatic organic fluorinations. The main disadvantage of the noncomplexed BrF(3) is the fact that usually, in addition to the desired fluorination, a parallel electrophilic aromatic bromination takes place as well. Use of the Py•BrF(3) complex reduces this electrophilic bromination, which is observed with most reagents based on fluorine and bromine [BrF].