67839-63-8Relevant academic research and scientific papers
Conformationally restricted pethidine analogs, part 6: Synthesis and pharmacological examination of trans-octahydrobenzo[g]isoquinoline
Reimann,Wichmann,Hoefner
, p. 637 - 646 (2007/10/03)
The title compound 2a is prepared by intramolecular cyclisation of ethyl 4-benzylnipecotate 13 and subsequent hydrogenation/hydrogenolysis of the carbonyl group. In the writhing test 2a is two times more potent than pethidine, whereas N-methylation to 2b decreases distinctly the activity.
Regio- and chemoselective addition of mixed copper, zinc benzylic organometallics to functionalized pyridinium salts: A facile synthesis of functionalized 4-benzylpyridines
Shing,Chia,Shiao,Chau
, p. 849 - 850 (2007/10/02)
2',3-Disubstituted 4-benzylpyridines 4 were synthesized in good yield by reaction of mixed copper, zinc benzylic organometallics 1 with 3-substituted 1-(ethoxycarbonyl)pyridinium chlorides 2 followed by sulfur oxidation under reflux in decalin.
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).
