Studies of the Isomerization of Unsaturated Carboxylic Acids. IV. Base-catalyzed Rearrangements of β,γ-Unsaturated Esters to α,β-Isomers
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Rh(III)-Catalyzed Decarboxylative Coupling of Acrylic Acids with Unsaturated Oxime Esters: Carboxylic Acids Serve as Traceless Activators
α,β-Unsaturated carboxylic acids undergo Rh(III)-catalyzed decarboxylative coupling with α,β-unsaturated O-pivaloyl oximes to provide substituted pyridines in good yield. The carboxylic acid, which is removed by decarboxylation, serves as a traceless activating group, giving 5-substituted pyridines with very high levels of regioselectivity. Mechanistic studies rule out a picolinic acid intermed...
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a,b-Unsaturated carboxylic acids are important chemicals, and can be used as basic materials in the production of plastics, superabsorbent, polymers, and rubbers. Various synthetic methodologies for their synthesis have been developed, for example, oxidation of propene over heterogeneous catalysts at high temperature yielded the a,b-unsaturated carboxylic acids and hydrocarboxylation of alkynes...
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ژورنال
عنوان ژورنال: Bulletin of the Chemical Society of Japan
سال: 1978
ISSN: 0009-2673,1348-0634
DOI: 10.1246/bcsj.51.2970