Synthesis 2009(8): 1271-1278  
DOI: 10.1055/s-0028-1088028
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Preparation of 9-Substituted Pyridine-Stretched Adenines and Hypoxanthines

Julia A. Crawforda, William Fraserb, Christopher A. Ramsden*a
a Lennard-Jones Laboratories, School of Physical and Geographical Sciences, Keele University, Keele, Staffordshire, ST5 5BG, UK
Fax: +44(1782)712378; e-Mail: c.a.ramsden@chem.keele.ac.uk;
b School of Life and Health Sciences, Aston University, Aston Triangle, Birmingham, B4 7ET, UK
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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.

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Clayton, R.; Davis, M. L.; Fraser, W.; Ramsden, C. A. manuscript in preparation.