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Ketene s n acetals as synthetic intermediates for heterocycles new synthesis of multisubstituted pyridine 2 thiones



Ketene s n acetals as synthetic intermediates for heterocycles new synthesis of multisubstituted pyridine 2 thiones



Chemical and Pharmaceutical Bulletin 35(8): 3139-3145



Ketene-S,N-acetals reacted with isothiocyanates to give .beta.-aminothiocarbonyl-.alpha.-methylthioenamines, which were transformed into enaminonitriles by carbon-carbon bond formation with malononitriles. Treatment of the enaminonitriles with base afforded pyridine-2-thiones. In addition, bis-lithio-ketene-S,N-acetals, generated from the enaminonitriles and n-BuLi, reacted with alkyl halides to give 3-alkylpyridine-2-thiones.

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Accession: 005778880

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DOI: 10.1248/cpb.35.3139


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