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Sc(OTf) 3 catalyzed intramolecular single-electron transfer of 2-alkyl-1,4-benzoquinones: synthesis of 6-chromanols from donor-acceptor cyclopropanes.

Yi-Lin WangXin-Xin LeiXin-Chen JinXin-Yu ZhangPeng-Fei XuYong-Chun Luo
Published in: Chemical communications (Cambridge, England) (2023)
A Sc(OTf) 3 catalyzed intramolecular cyclization reaction of 2-alkyl-1,4-benzoquinone derived from D-A cyclopropane was discovered. This reaction involves single-electron transfer, proton-transfer, an aromatization driven spin center shift, and radical coupling processes, and offers an efficient method for the synthesis of 6-chromanols from D-A cyclopropanes.
Keyphrases
  • electron transfer
  • room temperature
  • ionic liquid
  • energy transfer
  • solar cells
  • transition metal