Data on the reactions of pyridazine, pyrimidine, pyrazine, triazine, oxazine, thiazine, oxadiazine, and thiadiazine aldoximes, ketoximes, and amidoximes and their derivatives are reviewed. The synthesis of new heterocycles based on the oximes of six-membered heterocyclic compounds with two and three heteroatoms is considered separately. The principal results of research into the biological activity of these oximes and their ethers are also presented.The oximes of six-membered heterocyclic compounds with two and three heteroatoms are widely used as intermediates in fine organic synthesis. Their production methods and structural features were examined in the review [1]. In this article we discuss the reactions of pyridazine, pyrimidine, pyrazine, triazine, oxazine, thiazine, oxadiazine, and thiadiazine aldoximes, ketoximes, and amidoximes and their derivatives. Methods for the synthesis of new heterocyclic systems from the derivatives of these oximes are considered in a separate section. In the last section some results from investigation of the biological activity of the ethers of these oximes are considered.
This paper describes an efficient approach for the regioselective synthesis of new series of twenty 1-aryloxy(thio)acetyl and 1-(phenylamino)acetyl-substituted 5-trifluoromethyl-5-hydroxy-4,5-dihydro-1H-pyrazoles (3) in 34-96% yields from the cyclocondensation reaction of 4-alkoxy-4-alkyl-(aryl/heteroaryl)-1,1,1-trifluoroalk-3-en-2-ones with different substituted acetohydrazides. Dehydration reactions of 3, carried out in the presence of thionyl chloride, furnished two examples of aromatic 5-trifluoromethyl-1H-pyrazole derivatives, in 78-82% yields. From antimicrobial tests the fungi C. albicans proved to be particularly susceptible to the action of 1-(phenylamino)acetyl-substituted 3-alkyl-2-pyrazoline derivatives; however the first results are still weak when compared to standard drugs.
Synthesis and Reactions of 2-Chlorovinyl Sulfones
Methods for the preparation of unsubstituted (E)-2-chlorovinyl sulfo-nes are reviewed. Literature data on substitution of chlorine atom in 2-chlorovinyl sulfones leading to formation of different types of disub-stituted ethenes are presented also. Synthesis of novel heterocyclic compounds directly from 2-chlorovinyl sulfones is also included in the present review.
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