4.6 Article

Visible-Light-Mediated Dual Decarboxylative Coupling of Redox-Active Esters with α, β-Unsaturated Carboxylic Acids

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 23, Issue 43, Pages 10259-10263

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201702200

Keywords

decarboxylative coulping; photocatalysis; redox-active esters; visible light; alpha,beta-unsaturated carboxylic acids

Funding

  1. Natural Science Basic Research Plan in Shaanxi Province of China [2016JZ002]
  2. Fundamental Research Funds of the Central Universities [2015qngz17, xjj2016056]

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An efficient visible-light-induced decarboxylative coupling between alpha, beta-unsaturated carboxylic acids and alkyl N-hydroxyphthalimide esters has been developed. A wide range of redox-active esters derived from aliphatic carboxylic acids (1 degrees, 2 degrees and 3 degrees) proved viable in this dual decarboxylation process, affording a broad scope of substituted alkenes in moderate to excellent yields with good E/Z selectivities. This redox-neutral procedure was highlighted by its mild conditions, operational simplicity, easy accessibility of carboxylic acids, and excellent functional-group tolerance.

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