Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 67, Issue 18, Pages 6461-6473Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo0256742
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- NCI NIH HHS [CA39416] Funding Source: Medline
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The combination of P4S10 and hexamethyldisiloxane efficiently converts esters, lactones, amides, lactams, and ketones to their corresponding thiono derivatives. In the presence of elemental sulfur, 3-oxoesters are converted to dithiolethiones by this reagent. Yields are comparable to or superior to those obtained with Lawesson's reagent. The method has the advantage that reagent-derived byproducts may be removed by a simple hydrolytic workup or by filtration through silica gel, rather than by chromatography, as required for Lawesson's reagent.
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