Synthesis of azaanthraquinones: homolytic substitution of pyridines

DW Cameron, KR Deutscher, GI Feutrill…

Index: Cameron, Donald W.; Deutscher, Kenneth R.; Feutrill, Geoffrey I.; Hunt, Dianne E. Australian Journal of Chemistry, 1982 , vol. 35, # 7 p. 1451 - 1468

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Citation Number: 22

Abstract

Abstract Synthesis of specific di-and tri-hydroxyazaanthraquinones by Friedel-Crafts procedures is limited by orientational ambiguity and by the lack of reactivity of pyridine derivatives in electrophilic acylation processes; however, suitable pyridines have been made to undergo radical benzoylation and benzylation at unsubstituted positions 2, 4 and 6. In particular, derivatives of pyridine-3-carbo-nitrile have been benzoylated at positions 2 ...