Journal of heterocyclic chemistry

Regioselective arylation of 3??bromopyridine

DL Comins, NB Mantlo

Index: Comins, Daniel L.; Mantlo, Nathan B. Journal of Heterocyclic Chemistry, 1983 , vol. 20, p. 1239 - 1243

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Citation Number: 25

Abstract

Abstract The addition of aryl Grignard reagents to the 1-phenoxycarbonyl salt of 3- bromopyridine affords 2-aryl-5-bromo-1-phenoxycarbonyl-1, 2-dihydropyridines and 4-aryl-3- bromo-1-phenoxycarbonyl-1, 4-dihydropyridines. The crude dihydropyridines were aromatized with o-chloranil in refluxing toluene to give 4-and 6-aryl-3-bromopyridines. The regioselectivity of this two-step process, 6-vs. 4-substitution, was examined and found to ...

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