Synthesis of 2, 6-disubstituted pyridines, polypyridinyls, and annulated pyridines

…, MJ Cipullo, P Ralli, G Theodoridis

Index: Potts, Kevin T.; Cipullo, Michael J.; Ralli, Philip; Theodoridis, George Journal of Organic Chemistry, 1982 , vol. 47, # 16 p. 3027 - 3038

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Citation Number: 138

Abstract

1, 5-Enediones containing a variety of substituents in the 1, 5-positions are formed in good yields by the reaction of methyl ketone enolates, generated with potassium tert-butoxide, with a-oxoketene dithioacetals, the latter being prepared from alkyl, cycloalkyl, aryl, or heteryl methyl ketones, NaH, CS2, and CHJ. Ring closure of the 1, 5-enediones with NHIOAc gave 2, 6-disubstituted 4-(methy1thio) pyridines in good to excellent yields. This ...