CuI-catalyzed thioarylation of active methylene compounds with in situ generated benzenethiols: Preparation of α-thioaryl-β-dicarbonyls and 4-thioaryl-5-pyrazolones
Sign Up to like & getrecommendations! Published in 2018 at "Tetrahedron"
DOI: 10.1016/j.tet.2018.07.049
Abstract: Abstract In this paper, a one-step copper-catalyzed procedure for oxidative coupling of active methylene compounds including cyclic β-diketones, cyclic β-ketoesters and 5-pyrazolone with benzenethiols is described. Benzenethiols are in situ generated in the reaction mixture… read more here.
Keywords: cui catalyzed; situ generated; thioaryl; active methylene ... See more keywords
Solvent-Directed Click Reaction between Active Methylene Compounds and Azido-1,3,5-triazines.
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DOI: 10.1021/acs.orglett.9b02089
Abstract: A novel solvent-directed click reaction between active methylene compounds and azido-1,3,5-triazines has been developed. In aqueous solution, the regiospecific trisubstituted 1,2,3-triazole products are quickly synthesized in high yields under mild conditions and easy to separate… read more here.
Keywords: reaction active; click reaction; solvent directed; reaction ... See more keywords
Unprecedented C–C Bond Formation via Ipso Nucleophilic Substitution of 2,4-Dinitrobenzene Sulfonic Acid with Active Methylene Compounds
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DOI: 10.1021/acsomega.2c06865
Abstract: The sulfonic acid functionalization of sufficiently electron-deficient benzene sulfonic acids undergoes ipso nucleophilic substitution with various active methylene compounds, leading to new C–C bond formation. Good to excellent yields are obtained under mild conditions without… read more here.
Keywords: sulfonic acid; active methylene; bond formation; methylene compounds ... See more keywords
Mild polyaddition and polyalkylation based on the carbon–carbon bond formation reaction of active methylene
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DOI: 10.1039/c9ra08155k
Abstract: Active methylene-based polyaddition and polyalkylation catalyzed via an organic superbase were studied in a high-throughput parallel synthesizing instrument. read more here.
Keywords: active methylene; polyaddition polyalkylation; carbon;
Base-Induced Cyclization of Active Methylene Isocyanides with Xanthate Esters: An Efficient Method for the Synthesis of 5-Alkoxy-4-(tosyl/ethoxycarbonyl)-1,3-thiazoles
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DOI: 10.1055/s-0036-1590811
Abstract: Sodium hydride-induced cyclization of 1-[(isocyanomethyl)sulfonyl]-4-methylbenzene or ethyl isocyanoacetate with various xanthate esters gave 5-alkoxy-4-tosylthiazoles or ethyl 5-alkoxythiazol-4-ylcarboxylates, respectively, in good to excellent yields. The xanthate ester S-methyl O-phenyl dithiocarbonate gave 5-(methylsulfanyl)-4-tosyl-1,3-thiazole when treated with 1-[(isocyanomethyl)sulfonyl]-4-methylbenzene… read more here.
Keywords: base induced; xanthate esters; active methylene; induced cyclization ... See more keywords
The reaction of active methylene compounds with carbon disulfide in the presence of arylidenemalononitriles: synthesis of 6-amino-2-(4,4-dimethyl/dihydro-2,6-dioxocyclohexylidene)-4-aryl-4H-1,3-dithiine-5-carbonitrile derivatives
Sign Up to like & getrecommendations! Published in 2018 at "Journal of Sulfur Chemistry"
DOI: 10.1080/17415993.2017.1405959
Abstract: ABSTRACT An efficient and simple method for the synthesis of novel ketene dithioacetals via a one-pot three-component reaction of 5,5-dimethylcyclohexan-1,3-dion or 1,3-cyclohexandion with carbon disulfide in the presence of arylidenemalononitriles is reported. The effects of… read more here.
Keywords: reaction active; disulfide presence; carbon disulfide; presence arylidenemalononitriles ... See more keywords
1,5-Phosphonium betaines from N-triflylpropiolamides, triphenylphosphane, and active methylene compounds
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DOI: 10.3762/bjoc.15.253
Abstract: N-Phenyl-N-(trifluoromethylsulfonyl)propiolamides react with triphenylphosphane in the presence of various active methylene compounds CH2XY in a 1:1:1 molar ratio to furnish 1-phosphonium-5-oxabetaines, Ph3P+–C(R)=CH–C(O–)=CXY. These betaines are formed preferentially, but not exclusively, as E-diastereoisomers with respect to… read more here.
Keywords: betaines triflylpropiolamides; triflylpropiolamides triphenylphosphane; phosphonium betaines; active methylene ... See more keywords
A one-pot electrochemical synthesis of 2-aminothiazoles from active methylene ketones and thioureas mediated by NH4I
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DOI: 10.3762/bjoc.18.130
Abstract: The electrochemical preparation of 2-aminothiazoles has been achieved by the reaction of active methylene ketones with thioureas assisted by ᴅʟ-alanine using NH4I as a redox mediator. The electrochemical protocol proceeds in an undivided cell equipped… read more here.
Keywords: methylene ketones; one pot; active methylene; keto ... See more keywords