77784-13-5Relevant academic research and scientific papers
Synthesis of Azaanthraquinones: Homolytic Substitution of Pyridines
Cameron, Donald W.,Deutscher, Kenneth R.,Feutrill, Geoffrey I.,Hunt, Dianne E.
, p. 1451 - 1468 (2007/10/02)
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-carbonitrile have been benzoylated at positions 2 and 4.Ring closure by intramolecular Houben-Hoesch reaction has then led to specifically substituted 1- and 2-azaanthraquinones and thence to the antibiotic bostrycoidin (1).
SYNTHESIS OS BOSTRYCOIDIN AND 8-0-METHYLBOSTRYCOIDIN
Cameron, Donald W.,Deutscher, Kenneth R.,Feutrill, Geoffrey I.
, p. 5089 - 5090 (2007/10/02)
The antibiotic bostrycoidin (1) and its 8-O-methyl derivative (2), the only natural 2-azaanthraquinones, have been synthetized for the first time.
