4.8 Article

Rhodium-Catalyzed Selective Olefination of Arene Esters via C-H Bond Activation

Journal

ORGANIC LETTERS
Volume 13, Issue 9, Pages 2372-2375

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol200600p

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Funding

  1. Korea Research Foundation [KRF-2008-C00024]
  2. MIRC [NRF-2010-0001957]
  3. National Research Foundation of Korea [2009-0093123] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)

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A new catalytic procedure of ortho-olefination of benzoates and benzaldehydes has been developed. Ester and carboxaldehyde units were revealed to be effective chelating groups in focusing the activation of aryl C-H bonds ortho to the directing moieties under the Rh-catalyzed oxidative conditions. The reaction is highly regioselective with a range of benzoates and benzaldehydes enabling the efficient olefination with acrylates, acrylic acid, and styrenes.

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