4.6 Article

A Light/Ketone/Copper System for Carboxylation of Allylic C-H Bonds of Alkenes with CO2

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 22, Issue 19, Pages 6524-6527

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201600682

Keywords

carbon dioxide; C-C activation; C-H activation; copper; synthetic method

Funding

  1. MEXT [22105005, 15H05756]
  2. ACT-C Program of the JST
  3. Yazaki Memorial Foundation for Science and Technology
  4. Grants-in-Aid for Scientific Research [14J03286, 15H05756, 22105005] Funding Source: KAKEN

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A photo-induced carboxylation reaction of allylic C-H bonds of simple alkenes with CO2 is prompted by means of a ketone and a copper complex. The unique carboxylation reaction proceeds through a sequence of an endergonic photoreaction of ketones with alkenes forming homoallyl alcohol intermediates and a thermal copper-catalyzed allyl transfer reaction from the homoallyl alcohols to CO2 through C-C bond cleavage.

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