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Palladium-Catalyzed Decarbonylation of Amino Acid Derivatives via C-C Bond and C-N Bond Dual Activations.

Jiamin WuJinli ZhangYongjuan JiaoGongtao DengYingmei LiZhengyu ZhangYaojia Jiang
Published in: The Journal of organic chemistry (2021)
A unique decarbonylation of an amino acid derivative catalytic system has been established via palladium-catalyzed C-C bond and C-N bond dual activations. By employing 8-aminoquinoline as the directing group, this transformation has been found to facilitate the high chemoselectivity to decarbonylation of amino acid derivatives rather than intramolecular deamination or cross-dehydrogenative coupling reactions. This method provides a straightforward avenue for constructing diverse functionalized amide compounds in good to excellent yields. We proposed a possible reaction pathway that may go through the C-C bond and C-N bond dual activations on the basis of the mechanistic studies.
Keyphrases
  • amino acid
  • transition metal
  • electron transfer
  • room temperature
  • quantum dots
  • structure activity relationship