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Synthesis 2009(8): 1271-1278
DOI: 10.1055/s-0028-1088028
DOI: 10.1055/s-0028-1088028
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
Preparation of 9-Substituted Pyridine-Stretched Adenines and Hypoxanthines
Weitere Informationen
Publikationsverlauf
Received
27 November 2008
Publikationsdatum:
25. März 2009 (online)


Abstract
9-Methylsulfanyl pyridine-stretched adenine and hypoxanthine derivatives have been prepared via regioselective reaction of a 5-aminoimidazole with 2-(bis-methylsulfanylmethylene)malononitrile [(NC)2C=C(SMe)2]. The 9-methylsulfanyl substituent can be replaced by sequential oxidation and substitution by nucleophiles including amines.
Key words
5-aminoimidazoles - lin-pyridoadenines - soft electrophiles - tricyclic heterocycles - pyridine-stretched purines