4.8 Article

Vicinal C-Functionalization of Alkenes. Pd/Light-Induced Multicomponent Coupling Reactions Leading to Functionalized Esters and Lactones

Journal

ORGANIC LETTERS
Volume 13, Issue 8, Pages 2114-2117

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol200536h

Keywords

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Funding

  1. JSPS
  2. MEXT Japan
  3. Scientific Research on Innovative Areas [2105]
  4. Grants-in-Aid for Scientific Research [23350045] Funding Source: KAKEN

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Under photoirradiation conditions using a xenon light, and in the presence of PdCl2(PPh3)(2) as a catalyst, four-component coupling reactions comprising of alpha-substituted iodoalkanes, alkenes, carbon monoxide, and alcohols proceeded smoothly to give functionalized esters in good yields. When alkenyl alcohols were used as acceptor alkenes, three-component coupling reactions accompanied by intramolecular esterification proceeded to give lactones in good yields. The present reaction system represents the vicinal C-functionalization of alkenes.

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