Phosphorylation of pyridoxal azomethines. Synthesis of phosphorus containing azomethines and furopyridines |
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| Authors: | Michael A Pudovik Lyudmila Kibardina Alexey Trifonov Alexey Dobrynin Sergei Katsyuba Alexander Burilov |
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| Institution: | 1. Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences A.E. Arbuzov str. 8, Kazan, Russia;2. Kazan National Research Technological University. Karl Marx str. 68, Kazan, Russia |
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| Abstract: | New O-phosphorylated pyridoxal derivatives have been synthesized through the reaction of azomethines with РV acid chlorides. 2-Chloro-2-thioxo-5,5-dimethyl-1,3,2-dioxaphosphinanes and diethylchlorothiophosphate have been employed as phosphorylating agents. Regardless of the nature of the phosphorylating agent, the reaction is regioselective at phenolic hydroxyl group. The structure of final products is determined by the nature of the substituent at the nitrogen atom. If R is alkyl or cycloalkyl group, the products of the reaction represent phosphorylated pyridoxal imines, whereas phosphorylated furopyridines are formed in the case R is aryl substituent. |
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| Keywords: | Pyridoxal azomethines phosphorylation РV acid chlorides phosphorylated pyridoxal imines phosphorylated furopyridines |
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