Synthesis of Oxazine,Thiazine, and Quinoxaline Derivatives Containing a Benzyl Fragment from 3-Aryl-2-Bromopropanoic Acids and Their Esters

Russian Journal of Organic Chemistry - 3-Aryl-2-bromopropanoic acid esters reacted with o-phenylenediamine, 2-sulfanylaniline, and L-cysteine to give quinoxaline, 1,4-thiazine, and thiomorpholine...     

Facile synthetic route to benzo[c]chromenones and thieno[2,3-c]chromenones

Convenient two-step procedure for the synthesis of fused chromenone derivatives was developed. Reduction of the obtained in the Meerwein arylation reaction aryl- and thienylquinones allowed to construct 6H-benzo[c]chromene-6-ones and 4H-thieno[2,3-c]chromen-4-one in a more cost- and time-effective manner in comparison with already known methods. The obtained products have provided a new entry to chromenone derivatives.     

Synthesis,absorption spectra,and luminescence properties of dihydrobenzoacridinone derivatives

9,9-Dimethyl-12-[(5-aryl-2-furyl) (or 5-aryl-2-thienyl, or 5-aryl-1-methyl-1H-pyrrolyl)]-7,8,9,10,11,12-hexahydrobenzo[a]acridin-11-ones were synthesized, and their absorption and luminescence spectrum characteristics in ethanol at room temperature and at 77 K were studied. The spectra suggest the existence of these compounds in a liquid solution as mixtures of conformers, each of which is characterized by its own absorption and fluorescence spectra.     

Synthesis of 3‐Aryl/methoxycarbonyl‐3,4‐dihydroisocoumarin‐6‐carboxylic Acid Derivatives

3‐Substituted methyl 3,4‐dihydroisocoumarin‐6‐carboxylates were obtained by the intramolecular cyclization of 2,5‐dimethoxycarbonyl benzenediazonium bromides with methyl/ethyl acrylate and styrenes under Meerwein's arylation conditions.     

Synthesis of heterocycles on the basis of arylation products of unsaturated compounds. 19.* Arylation of 2-acetylthio- phene and the synthesis of 2-(5-aryl-2-thien- yl)-4-quinolinecarboxylic acids

The reaction of 2-acetylthiophene with acetylthiophene with arenediazonium chlorides in the presence of cupric chloride as catalyst gives 2-acetyl-5-arylthiophenes. These products react with 5-chloro- and 5-bromoisatins to give 6-chloro- and 6-bromo-substituted 2-(5-aryl-2-thienyl)-4-quinolinecarboxylic acids.     

A Study of alkylation regioselectivity of 5-substituted tetrazoles with chloroacetamides

Alkylation of 5-aryltetrazoles with N-arylchloroacetamides commonly proceeds regioselectively at 2 position of the tetrazole ring. The ratio of 1,5- and 2,5-regioisomers depends on the nature of a substituents in the benzene ring of the N-arylchloroacetamide and position of a substituent in the aryltetrazole aryl group. Features of ¹H NMR spectra of the synthesized compounds are discussed.     

Methyl 3-cyclopropyl-3-oxopropanoate in the synthesis of heterocycles having a cyclopropyl substituent

Reactions of methyl 3-cyclopropyl-3-oxopropanoate with chloroacetone and ammonia, benzaldehyde and ammonia, and benzoquinone gave, respectively, methyl 2-cyclopropyl-5-methyl-1H-pyrrole-3-carboxylate, dimethyl 2,6-dicyclopropyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate, and methyl 2-cyclopropyl-5-hydroxy-1-benzofuran-3-carboxylate. Cyclization of methyl 3-cyclopropyl-3-oxopropanoate with ethyl chloro(arylhydrazono)ethanoates and other halohydrazones led to the formation of 3-substituted 1-aryl-5-cyclopropyl-1H-pyrazole-4-carboxylic acids, and 5-cyclopropyl-1-(quinolin-5-yl)-1H-1,2,3-triazole-4-carboxylic acid was obtained by reaction of the title compound with 5-azidoquinolines.     

Synthesis of heterocycles on the basis of arylation products of unsaturated compounds: XX. Reaction of 2-aryl-1,4-benzoquinones with potassium <Emphasis Type="Italic">O</Emphasis>-butyl carbonodithioate

Reactions of 2-aryl-1,4-benzoquinones with potassium O-butyl carbonodithioate gave the corresponding 7-aryl-5-hydroxy-1,3-benzoxathiole-2-thiones. In some cases, 7-aryl-5-hydroxy-1,3-benzoxathiol-2-ones were also formed.