C-Glycosyl Nucleoside. XI. Interaction of Schiff Bases with Metal Halides in Dimethyl Sulfoxide

Abstract

In connection with studies of nucleoside analogs, the interactions of Schiff bases with HgCl₂, PdCl₂, and other metal halides (MgCl₂, CaCl₂, BaCl₂, SrCl₂, ZnCl₂, and CdCl₂) in dimethyl sulfoxide were examined at room temperature using time-dependent electron spin resonance and nuclear magnetic resonance spectroscopy. Pteridine or theophylline derivatives were obtained from the reaction of Schiff bases with HgCl₂ or PdCl₂ via radical or ionic intermediates. On the other hand, in the cases of other metal halides, the products could not be isolated. This reaction may be a useful tool for the preparation of nucleoside analogs.