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Synlett 1998; 1998(2): 183-185
DOI: 10.1055/s-1998-1616
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Palladium-Catalyzed Alkoxycarbonylation of Aryl p-Toluenesulfonate

Yoshihiro Kubota* , Shigekuni Nakada, Yoshihiro Sugi
  • *Department of Chemistry, Faculty of Engineering, Gifu University, Gifu 501-1193, Japan; Fax +81-58-2 93-25 97; E-mail: sugi@apchem.gifu-u.ac.jp
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Publication History

Publication Date:
31 December 2000 (online)

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Methyl- and ethyl arylcarboxylates were synthesized by palladium-catalyzed alkoxycarbonylation of various aryl p-toluenesulfonates (tosylates). Yields were highly dependent on the substituent of aryl tosylates and phosphine ligands used. Ethoxycarbonylation of 4-acetylphenyl tosylate by the use of a bisphosphine ligand gave ethyl 4-acetylbenzoate in quite satisfactory yields.

alkoxycarbonylation - aryl p-toluenesulfonate - palladium catalyst - bisphosphine ligand