4.7 Article

Organocatalytic cascade reactions based on push-pull dienamine platform: Synthesis of highly substituted anilines

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 72, Issue 4, Pages 1458-1463

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo0623639

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A practical and novel one-pot organocatalytic selective process for the cascade synthesis of highly substituted o-hydroxydiarylamines and o-pyrrolidin-1-yldiarylamines is reported. Direct combination of amine-catalyzed cascade Knoevenagel/Michael/aldol condensation/decarboxylation and cascade enamine amination/isoaromatization of alkyl acetoacetates, aldehydes, and nitrosoarenes furnished the highly functionalized anilines with high yields.

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