Thiolysis and hydrolysis of imino and iminium triflates: Synthesis of secondary and tertiary thioamides and 18O-labeled amides

Autor:	Charette, AndréB., Chua, Peter
Zdroj:	Tetrahedron Letters; January 1998, Vol. 39 Issue: 3 p245-248, 4p
Abstrakt:	Secondary and tertiary amides were treated with trifluoromethanesulfonic (triflic) anhydride in the presence of pyridine at low temperatures to generate imino and iminium triflates. Subsequent treatment with hydrogen sulfide immediately gave rise to the corresponding thioamide in good to excellent yields at low temperature. Alternatively, treatment with stoichiometric amounts of 18O-labeled water produced the 18O-labeled amide.
Databáze:	Supplemental Index
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