4.6 Article

Rh-Catalyzed Direct Carboxylation of Alkenyl C-H Bonds of Alkenylpyrazoles

Journal

CHEMISTRY-AN ASIAN JOURNAL
Volume 15, Issue 13, Pages 1941-1944

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.202000476

Keywords

carboxylation; alkenyl C-H activation; pyrazole; Rh(I) catalyst

Funding

  1. MEXT, Japan [15H05800, 17H06143]
  2. ACTC from JST [JPMJCR12Y3]
  3. JSPS
  4. Grants-in-Aid for Scientific Research [15H05800, 17H06143] Funding Source: KAKEN

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The Rh-catalyzed direct carboxylation of alkenyl C-H bonds was achieved by using pyrazole as a removable directing group. In the presence of 5 mol% RhCl3 . 3H(2)O, 6 mol% P(Mes)(3), and 2 equiv. of AlMe2(OMe), the alkenyl C-H bond of various alkenylpyrazoles was directly carboxylated in good yields under CO2 atmosphere. Furthermore, several useful transformations of the pyrazole moiety of the product were achieved to afford synthetically useful carboxylic acid derivatives in good yields.

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