An aryne-promoted dehydrosulfurization reaction of thioamides to give nitriles and diaryl sulfides in a one-pot manner is presented. Aromatic, heteroaromatic, and aliphatic natural products and drug-derived nitriles and diaryl sulfides were obtained in good to excellent yields. Especially, selenoamide was also a suitable substrate and produced diaryl selenide and nitrile in high yields. The D-labeled experiments indicated that the protons of thioamides transfer to diaryl sulfides.
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| http://dx.doi.org/10.1021/acs.orglett.4c02796 | DOI Listing |
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