Original scientific paper

Pteridines, LXXVII. C-Acylations of Pteridines by Homolytic Heteroaromatic Substitution

Romeseh C. Boruah ; Fakultat fur Chemie, Universitat Konstanz, Postfach 5560, D-7750 Konstanz/West Germany
Ralph Baur ; Fakultat fur Chemie, Universitat Konstanz, Postfach 5560, D-7750 Konstanz/West Germany
Wolfgang Pfleiderer ; Fakultat fur Chemie, Universitat Konstanz, Postfach 5560, D-7750 Konstanz/West Germany

Abstract

Homolytic substitution reactions with acyl radicals proceed with 2,4-diamino- (VI-VIlI) and 4-amino-2-methylthiopteridines (XXVII-XX IX) selectively at position 7 to give the corresponding 7-acyl derivatives IX-XV and XXX-XXXV, respectively, in moderate to good yields. The ketone character of these new pteridines is demonstrated by carbonyl reactions forming a hydrazone (XVIII) and oximes (XVI, XVII), as well as 7-(1-hydroxyalkyl)- pteridine derivati ves (XIX, XX) on sodium borohydride reduction. Characterization of the newly synthesized compounds has
been achieved by elementary analysis, lH-NMR and UV spectra.

Keywords

Hrčak ID:

177588

URI

https://hrcak.srce.hr/177588

Publication date:

16.5.1986.

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