83135-11-9Relevant academic research and scientific papers
Selective anti-tubercular purines: Synthesis and chemotherapeutic properties of 6-aryl- and 6-heteroaryl-9-benzylpurines
Braendvang, Morten,Gundersen, Lise-Lotte
, p. 6360 - 6373 (2007/10/03)
6-Aryl- and 6-heteroaryl-9-benzylpurines have been synthesized employing palladium-catalyzed coupling reactions in the step forming the C-C or C-N bond between the aryl- or heteroaryl and the purine. The compounds were screened for activity against Mycoba
Coupling of Diazopurines, a Curious Steric Effect in a Free Radical Reaction
McKenzie, Thomas C.,Epstein, Joseph W.
, p. 4881 - 4884 (2007/10/02)
The reaction of adenine derivatives with nitrite esters in the presence of arenes was examined and found to give 6-arylpurines in good (83percent) to poor (11percent) yield.The arylated products consisted only of the meta and para isomers; none of the anticipated ortho isomers were found.The predominance of meta- and para-substituted products is attributed to steric effects.The evidence that the reaction proceeds via a purine radical includes light stimulation, relative insensitivity to electronic factors, and the facile reaction of the purine intermediate with pyridine N-oxide.Photolysis of 6-iodo-9-benzylpurine in the presence of anisole gave the same mixture of 6-(m-methoxyphenyl)- and 6-(p-methoxyphenyl)purine as did diazotization, suggesting that both reactions involve the same purine radical.
