4.4 Article

One-Pot Access to Cinnamates via Direct Oxidative C-H Transformation of Allylarenes

Journal

SYNLETT
Volume 24, Issue 4, Pages 487-490

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0032-1318146

Keywords

allylarenes; C-H esterification; cinnamates

Funding

  1. National Science Council of the Republic of China [NSC 99-2113-M-037-006-MY3]

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A highly selective combination of ruthenium complex and oxidant, which catalyzes the oxidative C-H esterification of allylarenes to the corresponding bis-(E)-cinnamates and (E)-cinnamates, is described. The one-pot route was carried out by olefinic migration of allylarenes with RuCl2(PPh3)(3) and DDQ-mediated allylic oxidation of the resulting internal alkenes with various alcohols in good yields.

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