- Mild Darzens Annulations for the Assembly of Trifluoromethylthiolated (SCF3) Aziridine and Cyclopropane Structures
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We report mild new annulation approaches to trisubstituted trifluoromethylthiolated (SCF3) aziridines and cyclopropanes via Darzens inspired protocols. The products of these anionic annulations, rarely studied previously, possess attractive features rendering them valuable building blocks for synthesis platforms. In this study, trisubstituted acetophenone nucleophiles bearing SCF3 and bromine substituents in their α position were shown to undergo [2 + 1] annulations with vinyl ketones and tosyl-protected imines under mild reaction conditions.
- Delost, Michael D.,Njardarson, Jon T.
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supporting information
p. 6121 - 6125
(2021/08/16)
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- Method for synthesizing alpha,beta-unsaturated ketone compounds from dimethyl sulfoxide and ketone compounds
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The invention discloses a method for synthesizing alpha,beta-unsaturated ketone compounds from dimethyl sulfoxide and ketone compounds. According to the method, dimethyl sulfoxide and ketone compoundsare subjected to a one-pot reaction in the presence of carboxylate and persulfate so as to produce the alpha,beta-unsaturated ketone compounds. The method uses dimethyl sulfoxide as a methylenation reagent and employs a one-pot process for high-selectivity high-yield synthesis of the alpha,beta-unsaturated ketone compounds from the ketone compounds; and the method is simple to operate, low in cost, friendly to environment and beneficial for industrial production.
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Paragraph 0131-0133; 0170-0173
(2018/03/24)
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- A facile method for the synthesis of fused perhydropyrano[2,3: -b] pyrans promoted by Yb(OTf)3
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A stereospecific three-component domino reaction between glycals, alkylidene malonate and aldehydes catalyzed by Yb(OTf)3 is described. Multi-substituted cis-fused perhydropyrano[2,3-b]pyran derivatives were obtained with high diastereoselectiv
- Liang, Peng,Pan, Yang,Ma, Xiaofeng,Jiao, Wei,Shao, Huawu
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supporting information
p. 3763 - 3766
(2018/04/17)
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- Iron-catalyzed α-methylenation of ketones with N,N-Dimethylacetamide: An approach for α,β-unsaturated carbonyl compounds
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In this study, we developed a general iron-catalyzed α-methylenation of ketones by using N,N-dimethylacetamide as the one-carbon source. Various ketones, including aryl and alkyl ketones, enones, and dicarbonyl compounds were well tolerated to yield the corresponding α,β-unsaturated carbonyl compounds in the presence of an iron catalyst, peroxides, and N,N-dimethylacetamide under aerobic conditions. A general and facile iron-catalyzed α-methylenation of carbonyl compounds by using N-methyl amides as the one-carbon source was developed. Various carbonyl compounds (aryl- or alkyl-substituted, enones, 1,3-dicarbonyl compounds) were well tolerated to furnish the corresponding α,β-unsaturated carbonyl compounds in the presence of an iron catalyst, peroxides, and N-methyl amides under aerobic conditions.
- Li, Yi-Ming,Lou, Shao-Jie,Zhou, Qin-Hua,Zhu, Lian-Wen,Zhu, Long-Feng,Li, Lei
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supporting information
p. 3044 - 3047
(2015/05/13)
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- METHYLENE BETA-DIKETONE MONOMERS, METHODS FOR MAKING METHYLENE BETA-DIKETONE MONOMERS, POLYMERIZABLE COMPOSITIONS AND PRODUCTS FORMED THEREFROM
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The present invention provides methylene beta-diketone monomers, methods for producing the same, and compositions and products formed therefrom. In the method for producing the methylene beta-diketones of the invention, a beta-diketone is reacted with a source of formaldehyde in a modified Knoevenagel reaction optionally in the presence of an acidic or basic catalyst, and optionally in the presence of an acidic or non-acidic solvent, to form reaction complex. The reaction complex may be an oligomeric complex. The reaction complex is subjected to further processing, which may be vaporization by contact with an energy transfer means in order to isolate the beta-diketone monomer. The present invention further compositions and products formed from methylene beta-diketone monomers of the invention, including monomer-based products (e.g., inks, adhesives, coatings, sealants or reactive molding) and polymer-based products (e.g., fibers, films, sheets, medical polymers, composite polymers and surfactants).
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Paragraph 0095; 0096; 0070; 0196; 0197
(2014/09/30)
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