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Photoredox-Catalyzed Phosphonocarboxylation of Allenes with Phosphine Oxides and CO 2 .

Jia-Hao ZengDeng-Tao DuBao-En LiuZhen-Qiang ZhangZhuang-Ping Zhan
Published in: The Journal of organic chemistry (2023)
Phosphonocarboxylation of allenes with diarylphosphine oxides and CO 2 via visible-light photoredox catalysis was developed for the first time. This work provided practical and sustainable access to highly valuable but otherwise difficult-to-access linear allylic β-phosphonyl carboxylic acids in moderate yields with exclusive regio- and stereoselectivity. This method was also characterized by step and atom economy and transition-metal free and mild conditions. Preliminary mechanistic studies suggested that allyl-methyl carbanion species are the key intermediates.
Keyphrases
  • visible light
  • high intensity
  • room temperature
  • molecular dynamics
  • case control