The Journal of Organic Chemistry

Bromination of some pyridine and diazine N-oxides

WW Paudler, MV Jovanovic

Index: Paudler, William W.; Jovanovic, Misa V. Journal of Organic Chemistry, 1983 , vol. 48, # 7 p. 1064 - 1069

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Citation Number: 35

Abstract

Selected monosubstituted pyridines, pyrazines, pyrimidines, and their N-oxides, having an electron-donating substituent, were successfully brominated under very mild conditions. The N-oxide function itself is not sufficient to cause these? r-deficient systems to undergo electrophilic aromatic halogenation. Only strongly electron-donating substituents (amino groups) activate the heterocyclic nucleus toward bromination. These substituents direct ...