4.5 Article

Iron-Catalyzed Oxidative C-C and C-O Coupling of Halophenols to α-Substituted β-Keto Esters

Journal

SYNTHESIS-STUTTGART
Volume 47, Issue 12, Pages 1716-1725

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0034-1380360

Keywords

iron; catalysis; cross-coupling; phenols; ketones; esters

Funding

  1. Israel Science Foundation [1406/11]

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The iron-catalyzed oxidative cross-coupling of halophenols to -substituted -keto esters takes place through one of two modes: oxidative C-C coupling or oxidative C-O coupling. A mechanistic investigation revealed that the chemoselectivity of these reactions is determined by the electronic and steric properties of the two coupling partners.

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