Geminally activated nitroethenes in reactions with sodium azide. Synthesis of functionalized 1,2,3-triazoles

Reactions of geminally activated alkoxycarbonyl(acetyl, benzoyl, cyano)nitroethenes with sodium azide provided a series of functionally substituted 1,2,3-triazoles. Their structure was characterized by IR, ¹H, and ¹³C–{¹H} NMR spectroscopy.     

Alkyl 3-Nitroacrylates in Reactions with Substituted Hydrazines

Russian Journal of General Chemistry - The reactions of alkyl 3-nitroacrylates with representatives of aryl(hetaryl) carboxylic acid hydrazides and substituted phenylhydrazines were studied. It was...     

Reaction of alkyl 3-bromo-3-nitroacrylates with substituted hydrazines. Synthesis of N′-substituted alkyl 3-nitropyruvate hydrazones

Russian Chemical Bulletin - The reaction of alkyl 3-bromo-3-nitroacrylates with substituted phenylhydrazines and hydrazides of aromatic acids proceeds through the formation of aza-Michael adducts....     

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-methylthiophenol, its conversion in solution to the 1,6-addition product was shown. 4-Methyl-3-nitro-2-styryl-2,3-dihydrobenzo[b][1,4]thiazepine was synthesized by reacting 3-nitro-6-phenylhexa-3,5-dien-2-one with o-aminothiophenol.     

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 geminally activated nitro dienes, 4-(furan-2-yl)- and 4-(thiophen-2-yl)-1-nitrobuta-1,3-dienes. The product structure was confirmed by NMR and IR spectroscopy.

     

Pd<Superscript>2+</Superscript>-Catalyzed Addition of 1-Substituted Tetrazole-5-thiols to Terminal Acetylenes in Acid Medium

Addition of 1-substituted tetrazole-5-thiols to ethyl propiolate and phenylacetylene was studied. It was found that Pd(II) salts in the presence of strong acids are effective catalysts for this reaction: the S-adducts can be obtained at relatively low temperatures in high yields. The mechanism of this reaction was suggested.     

Study of geometric isomerism of ethyl β-aryl(hetaryl)-α-nitroacrylates by <Superscript>1</Superscript>H NMR spectroscopy method

Features of Z→E isomerization of ethyl α-nitrocinnamates as well as their furyl and thienyl heteroanalogs depending on the nature of the substituent in the β-position of α-nitroacrylates, deuterated solvent and duration of exposure of the sample were studied by means of ¹H NMR spectroscopy.