Phosphorylation of pyridoxal azomethines. Synthesis of phosphorus containing azomethines and furopyridines

New O-phosphorylated pyridoxal derivatives have been synthesized through the reaction of azomethines with Р^V 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.     

Synthesis of Alkylphosphoryl-Containing 4(5)-Arylimidazolin-2-ones

Russian Journal of General Chemistry - The acid-catalyzed reaction of {2-[1-(2,2-dimethoxyethyl)-3-(phenylcarboxamido)]ethyl}phosphonate or diethyl...     

Dihydrofuropyridines in reactions of pyridoxal imine with 2-chloro-1,3,2-dioxaphosphorinanes

Russian Journal of General Chemistry -     

Dimethyl [(3,5-di-tert-butyl-4-oxo-2,5-cyclohexadienylidene)-methyl]phosphonate in reactions with aliphatic diols

Russian Journal of General Chemistry -     

Methods for the synthesis of 1H-pyrazolo[3,4-b]pyridine derivatives

This review covers and summarizes comprehensive data reported within the period from 2017 to 2021 on the synthetic strategies and approaches to 1H-pyrazolo[3,4-b]pyridine derivatives. Methods for the synthesis are systematized according to the method to assemble the pyrazolopyridine system, whereas their advantages and drawbacks are considered.

     

Synthesis and properties of novel 4-(diarylmethyl)pyridines based on pyridoxal 5′-phosphate

Russian Chemical Bulletin - The reaction pyridoxal 5′-phosphate with resorcinols in EtOH in the presence of concentrated HCl gives hydrochlorides of the corresponding...     

Acid-catalyzed intramolecular cyclization of N-(4,4-diethoxybutyl)sulfonamides as a novel approach to the 1-sulfonyl-2-arylpyrrolidines

Herein we report our studies on the acid-catalyzed cyclisation of N-(4,4-diethoxybutyl)sulfonamides at the presence of polyatomic phenols as an efficient one-pot approach to the synthesis of 1-sulfonyl-2-arylpyrrolidines from the acyclic precursors.     

2-(2-Hydroxyphenyl)imidazolidines and their O-phosphorylated derivatives

2-(2-Hydroxyaryl)imidazolidines were synthesized by reaction of aromatic carbonyl compounds with N,N′-dialkylethylenediamines. The title compounds were also prepared using the corresponding Schiff bases instead of carbonyl compounds. Phosphorylation of 2-(2-hydroxyphenyl)imidazolidines with phosphoryl and phosphorothioyl chlorides and phosphorochloridites was accomplished. The reaction of O-phosphorylsalicylaldehyde with N,N′-dialkylethylenediamines also afforded 2-(2-hydroxyphenyl)imidazolidines.