Synthesis 2023; 55(03): 433-442
DOI: 10.1055/a-1966-3271
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A Neutral FeCl3 Photocatalysis for C–C Bond Animation and Alkylation of Cyclic Alcohols

Autor*innen

  • Zongnan Zhang

    a   School of Chemistry, Xi’an Jiaotong University, Xi’an 710049, P. R. of China
  • Ting Xue

    a   School of Chemistry, Xi’an Jiaotong University, Xi’an 710049, P. R. of China
  • Zhe Han

    b   School of Nuclear Science and Technology, Xi’an Jiaotong University, Xi’an 710049, P. R. of China
  • Rong Zeng

    a   School of Chemistry, Xi’an Jiaotong University, Xi’an 710049, P. R. of China
    c   Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen 518055, Guangdong, P. R. of China

The project described was supported by the National Natural Science Foundation of China (21901197) and Guangdong Provincial Key Laboratory of Catalysis (2020B121201002).


Graphical Abstract

Abstract

A modified method for iron-catalyzed C–C bond cleavage and amination and alkylation of nonactivated cyclic alcohols has been developed. Using FeCl3 as catalyst, the photoinduced ligand-to-metal charge transfer facilitates the generation of O-radicals from alcohols, the subsequent β-scission, and finally the radical trapping. Compared with the Fe(OR)3 catalysis, this mildly base-free system could enable the amination in a broader substrate scope with higher yields. Moreover, the C–C bond cleavage and alkylation of cyclic alcohols proceeds with electron-deficient olefins under these conditions.

Supporting Information



Publikationsverlauf

Eingereicht: 16. September 2022

Angenommen nach Revision: 24. Oktober 2022

Accepted Manuscript online:
24. Oktober 2022

Artikel online veröffentlicht:
24. November 2022

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