Journal ArticleDOI
Microwave-assisted coupling reaction of N-aryl sydnones with 2-nitromethylenethiazolidine: unexpected formation of (Z)-2-(nitro((E)-p-substitutedphenyldiazenyl)methylene)thiazolidines.
Yaşar Dürüst,Akın Sağırlı +1 more
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TLDR
The structures of all the new compounds were identified on the basis of the data obtained from the NMR, IR, X-ray diffraction spectra, HRMS measurements, and physical characteristics.Abstract:
Reaction of N-aryl sydnones with 2-nitromethylenethiazolidine straightforwardly gives rise to the formation of (Z)-2-(nitro((E)-p-substitutedphenyldiazenyl)methylene)thiazolidines in xylene and dimethoxyethane under microwave irradiation. A meaningful and plausible mechanism for this transformation is proposed, which anticipates the extrusion of an aceto-lactone-like moiety before a coupling occurs. The structures of all the new compounds were identified on the basis of the data obtained from the NMR, IR, X-ray diffraction spectra, HRMS measurements, and physical characteristics.read more
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Chemistry of Ketene N,S-Acetals: An Overview.
TL;DR: This review provides comprehensive knowledge on the chemistry of ketene N,S-acetals, which make them versatile and easy to use, especially in cyclization and multicomponent reactions for the synthesis of various heterocyclic systems and related natural products.
Journal ArticleDOI
Copper-Catalyzed N-Arylation of Nitroenamines with Diaryliodonium Salts
TL;DR: A novel synthetic methodology was developed for the N-arylation of nitroenamine derivatives utilizing diaryliodonium triflates and copper(I) chloride as a catalyst to enable the easy aryl transfer from the hypervalent species under mild catalytic conditions with unusual heteroatom preference and high efficiency.
Journal ArticleDOI
2,2,2-Trifluoroethanol activated one-pot Mannich-like reaction of β-nitroenamines, secondary amines, and aromatic aldehydes
TL;DR: In this article, a 2,2,2-trifluoroethanol-activated one-pot reaction of β-nitroenamines, secondary amines and aromatic aldehydes was developed under mild and convenient conditions.
Journal ArticleDOI
Novel benzothiophene 1,1-dioxide deoxygenation path for the microwave-assisted synthesis of substituted benzothiophene-fused pyrrole derivatives
Hamza Karakuş,Yaşar Dürüst +1 more
TL;DR: The reaction of C-(4-substituted-phenyl)-N-(benzoyl)-N-methylglycines with benzo[b]thiophene 1,1-dioxide unexpectedly gave benzothiophene-fused pyrrole derivatives in toluene under microwave irradiation via a cycloaddition and metal-free Pummerer-type sulfone deoxygenation path.
Journal ArticleDOI
Reactions of 3-methyl-2-oxopyrazolidinium ylides with phenylsulfonylacrylonitriles
TL;DR: In this article, a series of methyl oxopyrazolidinium ylides was reacted with (E)-3-(2-hydroxyphenyl)-2-(phenylsulfonyl) acrylonitrile and 2-phenyl sulfonitrile to give rise to (1R,2S,3S)-5-methyl-7-oxo-1,3-p-substituteddiphenyl-2-(PSA)-hexahydropyrazolo[1,2-a]pyrazole
References
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Journal ArticleDOI
A novel synthesized tyrosinase inhibitor: (E)-2-((2,4-dihydroxyphenyl)diazenyl)phenyl 4-methylbenzenesulfonate as an azo-resveratrol analog.
Sung Jin Bae,Young Mi Ha,Jin-Ah Kim,Ji Young Park,Tae Kwun Ha,Daeui Park,Pusoon Chun,Nam Hee Park,Hyung Ryong Moon,Hae Young Chung +9 more
TL;DR: The active compounds 3-5 were not cytotoxic to cultured B16F10 cells at the concentrations tested, and inhibited both tyrosinase and melanin synthesis, and might be considered excellent candidates for use in the development of therapeutic agents for diseases associated with hyperpigmentation.
Journal ArticleDOI
Ring strain energy and enthalpy of formation of oxiranone : an ab initio theoretical determination
TL;DR: The enthalpy of formation of oxiranone is estimated as -190 ± 10 kJ672mol-1 by means of ab initio molecular calculations at the QCISD(T) full/6-311G(2df,p) as mentioned in this paper.
Journal ArticleDOI
3-(6-chloronicotinyl)-2-nitromethylene-thiazolidine as a new class of insecticide acting against lepidoptera species
Journal ArticleDOI
Synthesis and antiinflammatory activity of 3-substituted 4-(4'-thiazolyl)-sydnones.
TL;DR: Sydnone derivatives with various substituents at C‐4 of the phenyl ring and at C-2 of the thiazolyl ring were synthesised and tested for antiinflammatory activity and five compounds have shown promising results.
Journal ArticleDOI
Regioselective 1,3-dipolar cycloaddition of nitrilimines to 2-methyl-2-vinyl oxirane
Muhammet Yildirim,Yaşar Dürüst +1 more
TL;DR: In this article, a 1,3-Dipolar cycloaddition of in situ generated C,N-diaryl nitrilimines to 2-methyl-2-vinyl oxirane gives rise to the regioselective formation of novel 5-(2-methyloxiranyl)-4,5-dihydropyrazole derivatives in moderate to good yields.