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Trifluoromethylthiolating Agent Usable for Direct Dehydroxytrifluoromethylthiolation of Alcohols

Silver(I) trifluoromethanethiolate (1) has already been known as a trifluoromethylthiolating agent1,2) and is also applicable to direct dehydroxytrifluoromethylthiolation.3) 1 successfully gives trifluoromethanethiolate (2) by treatment with tetrabutylammonium iodide (TBAI) or potassium iodide.4) 2 is unstable and is known to decompose into carbonothioic difluoride (3) and fluoride anion. 3 reacts with alcohols to form an intermediate 4. Then, 4 reacts with 2 to afford the corresponding trifluoromethylthiolated product. The trifluoromethylthiolation by using 1 can be applied to alcohols with other functional groups and heterocyclic compounds, so that it is expected to be used in medicinal chemistry.

S0977

Related Products

S0977
Silver(I) Trifluoromethanethiolate
T0057
Tetrabutylammonium Iodide
P1721
Potassium Iodide

References

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