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Article
4-Aryl(indol-3-yl)-2-pyrrolidone-3(5)-carboxamides: synthesis and structure
The reaction of methyl 4-aryl(indol-3-yl)-2-pyrrolidone-3(5)-carboxylates with ammonia afforded racemic (3R*,4S*)-4-(indol-3-yl)-2-pyrrolidone-3-carboxamides and (4R*,5R*)-4-aryl-2-pyrrolidone-5-carboxamides. The...
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Article
Open Access1-Aryl-3-nitro- and 3-Bromo-3-nitroprop-2-en-1-ones: Synthesis and Structural Features
A method for producing a number of (E)-1-aryl-3-nitroprop-2-en-1-ones based on a synthetic condensation–dehydration strategy has been optimized. New (Z)-1-aryl-3-bromo-3-nitroprop-2-en-1-ones have been synthesise...
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Article
Synthesis of Thiadiazole-4- and Pyrazole-3-сarboxylates Based on Ethyl Pyruvates (Het)aroylhydrazones
Ethyl 1,2,3-thiadiazole-4-carboxylate and ethyl 4-formyl-1H-pyrazole-3-carboxylate were synthesized under Hurd–Mori and Vilsmeier–Haack reaction conditions based on (het)aroylhydrazones of ethyl pyruvates.
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Article
Reaction of alkyl 3-bromo-3-nitroacrylates with substituted hydrazines. Synthesis of N′-substituted alkyl 3-nitropyruvate hydrazones
The reaction of alkyl 3-bromo-3-nitroacrylates with substituted phenylhydrazines and hydrazides of aromatic acids proceeds through the formation of aza-Michael adducts. Their subsequent dehydrohalogenation with E...
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Article
Alkyl 3-Nitroacrylates in Reactions with Substituted Hydrazines
The reactions of alkyl 3-nitroacrylates with representatives of aryl(hetaryl) carboxylic acid hydrazides and substituted phenylhydrazines were studied. It was shown that the reactions proceed along the path of...
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Article
Synthesis and Structure of 4-Aryl(hetaryl)-2-pyrrolidone-3,5,5-tricarboxylic Acids Amides
Diastereohomogeneous triamides of 4-het(aryl)-2-pyrrolidone-3,5,5-tricarboxylic acids were synthesized by the ammonolysis reactions of the corresponding trimethyl 1-acetyl-4-aryl(hetaryl)-2-pyrrolidone-3,5,5-t...
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Article
Ethyl 3-halo-3-nitroacrylates: synthesis and reactions with primary aromatic amines
A general procedure for the synthesis of ethyl Z-3-halo-3-nitroacrylates by the reaction of ethyl 3-nitroacrylate with Cl2 or Br2 followed by dehydrohalogenation was proposed. Ethyl Z-3-chloro-3-nitroacrylate was...
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Article
Optimization of the Synthesis of Benzo[b]furan-3-carboxylates Based on Alkyl 3-Bromo-3-nitroacrylates
The conditions were optimized for the synthesis of 4-oxo-4,5,6,7-tetrahydro-1-benzofuran-3carboxylates based on the reactions of alkyl 3-bromo-3-nitroacrylates with cyclic СН-acids such as cyclohexane-1,3-dion...
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Article
Synthesis and structure of new β-functionalized gem-bromonitroethenes — 2-arylsulfanyl- and 2-aryloxy-3-bromo-3-nitroacrylates
Alkyl 2,3-dibromo-3-nitroacrylates react with arylthiols and phenols to give earlier unknown representatives of β-functionalized gem-bromonitroethenes, namely, 2-arylsulfanyl- and 2-aryloxy-3-bromo-3-nitroacrylat...
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Article
Alkyl 3-Nitroacrylates in the Reactions with Heterocyclic CH Acids
The reactions of alkyl 3-nitroacrylates with certain heterocyclic CH acids such as 1,3-dimethylpyrimidine-2,4,6(1Н,3Н,5Н)-trione, 5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, 4-hydroxy-6-methyl-2H-pyran-2-one,...
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Article
Some Features of the Reactions of 3-Nitro-6-phenylhexa-3,5-dien-2-one with Thiophenols
The reaction of 3-nitro-6-phenylhexa-3,5-diene-2-one with 4-methyl- and 4-chlorothiophenols yields 1,4- and 1,6-addition products at conjugated dienone system. By the example of the 1,4-addition adduct of 4-me...
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Article
2-[4-(Het)aryl-2-oxopyrrolidin-1-yl]acetohydrazides: synthesis, structures, and reactions with carbonyl compounds
2-[4-(Het)aryl-2-oxopyrrolidin-1-yl]acetohydrazides, structural analogs of piracetam, were synthesized by the condensation of 2-[4-(het)aryl-2-oxopyrrolidin-1-yl]acetates with hydrazine hydrate and phenylhydra...
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Article
Alkyl 3-Nitroacrylates in Reactions with Semicarbazide
The reactions of alkyl-3-nitroacrylates with semicarbazide as representative of polynitrogen nucleophiles proceeds at room temperature in a solution of glacial acetic acid and leads to aza-Michael adducts. The...
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Article
4-Het(aryl)-2-pyrrolidone-3(5)-carboxylic acid alkyl(hetaryl)idenecarbohydrazides: synthesis and structure
4-Het(aryl)-2-pyrrolidone-3(5)-carboxylic acid hydrazides react with aromatic aldehydes, acetone, and acetophenone to give new representatives of N´-alkyl(hetaryl)idenecarbohydrazides of (3R*,4S*)-4-het(aryl)-...
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Article
3-Nitroacrylates as promising substrates for the construction of carbo- and heterocyclic structures
The review analyzes and summarizes methods for the synthesis of carbo- and heterocycles based on alkyl 3-nitroacrylates that were described over the past decade. The scope of the review includes cycloaddition ...
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Article
Synthesis and Structure of 4-Het(aryl)-3,5,5-trimethoxycarbonyl-2-pyrrolidones
Condensation of 2-het(aryl)-1,1-dimethoxycarbonylethenes with acetylaminomalonic acid ester afforded (3R*,4S*)-4-(4-methoxyphenyl)-, (3R*,4S*)-4-(3,4-methylenedioxyphenyl)-, (3R*,4S*)-4-(4-dimethylaminophenyl)-, ...
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Article
Synthesis of Geminally Activated 4-(Furan-2-yl)- and 4-(Thiophen-2-yl)-1-nitrobuta-1,3-dienes
The condensation of 3-(furan-2-yl)- and 3-(thiophen-2-yl)prop-2-enals with nitro-substituted CH acids, namely ethyl nitroacetate, nitroacetone, nitroacetophenone, and nitroacetonitrile, afforded a series of ge...
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Article
Synthesis and Structure of Geminally Activated Nitroethenes of the Indole Series
A series of 2-(indol-3-yl)-1-nitroethenes containing an ester, acetyl, benzoyl, or cyano group in the geminal position with respect to the nitro group have been synthesized, and their structure has been studie...
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Article
Alkyl 3-Bromo-3-nitroacrylates in Reactions with Aliphatic Alcohols
The reactions of alkyl 3-bromo-3-nitroacrylates with aliphatic alcohols at reflux led to the formation of O-adducts—alkyl 2-alkoxy-3-bromo-3-nitropropanoates isolated as mixtures of diastereomers; their structure...
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Article
Synthesis and Structure of 2-(4-Heteryl-2-pyrrolidon-1-yl)acetamides
1-Alkoxycarbonylmethyl-4-heteryl-2-pyrrolidones were synthesized by alkylation of 4-heteryl-2-pyrrolidones. 2-(4-Heteryl-2-pyrrolidon-1-yl)acetamides were prepared through the reaction of N-esters with ammonia. T...
