Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 68, Issue 14, Pages 5792-5794Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo0344485
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Aqueous ammonium sulfide was found to be an ideal substitute for hydrogen sulfide for the thiolysis of activated amides. High yields of the corresponding thioamides were obtained for a broad range of substrates, using two different procedures that are both operationally simple and inexpensive, as well as amenable to large-scale preparation. Preliminary results indicate that aqueous ammonium sulfide may also replace hydrogen sulfide in the synthesis of thionoesters from amides.
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