Green Synthesis and Catalysis (Nov 2024)

Transition metal-free Csp3-Csp3 bond-forming reactions of N-tosylaziridines and gem-diborylalkanes

  • Pu-Zhang Zi,
  • Quan-Hong Zhao,
  • Zhan-Cai Ma,
  • Xiao-Lin Ren,
  • Xing-Bang Liu,
  • Yi-Wei Qiao,
  • Lin-Wen Wei,
  • Song Liu,
  • Yuan Huang

Journal volume & issue
Vol. 5, no. 4
pp. 329 – 333

Abstract

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The incorporation of additional Csp3 atoms into candidate drugs may enhance their pharmacological properties. Nevertheless, it remains challenging to construct desired Csp3-Csp3 bonds efficiently and practically. The present article reports a novel Csp3-Csp3 bond-forming reaction of 2-aryl/alkyl substituted aziridines with gem-diborylalkanes under tranisiton metal free conditions. A wide range of γ-gem-diboronate esters substituted amines can be accessed in good yield and regioselectivity. The results demonstrated that various aziridines could react with gem-diborylalkanes in the presence of LiTMP as the base within 15 ​min at ambient temperature.

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