4.8 Article

Iron-Catalyzed Decarboxylative Olefination of Cycloketone Oxime Esters with alpha,beta-Unsaturated Carboxylic Acids via C-C Bond Cleavage

Journal

ORGANIC LETTERS
Volume 20, Issue 15, Pages 4614-4617

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b01901

Keywords

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Funding

  1. Natural Science Basic Research Plan in Shaanxi Province of China [2016JZ002]
  2. National Natural Science Foundation of China [21602168]
  3. Fundamental Research Funds of the Central Universities [zrzd2017001, xjj2016056, 1191329724]

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An iron-catalyzed redox-neutral, decarboxylative olefination of cycloketone oxime esters with alpha,beta-unsaturated carboxylic acids has been developed. This reaction involves an iminyl radical mediated C-C bond cleavage/radical addition/decarboxylation cascade. This protocol is highlighted by its low-cost catalytic system and readily accessible starting materials, as well as broad substrate scope, thus providing facile access to structurally diverse cyano-containing alkenes.

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