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Construction of 3,4-Dihydroisoquinolinones and Indanones via DTBP-Promoted Oxidative Coupling of N-Allylbenzamides with Aromatic Aldehydes.

Zhong-Qi XuChao WangLin LiLili DuanYue-Ming Li
Published in: The Journal of organic chemistry (2018)
A metal-free oxidative tandem coupling of N-allylbenzamide with aryl aldehydes was realized. This method allowed the 1,2-difunctionalization of the C═C double bond in N-allylbenzamides through simultaneous formation of two C(sp2)-C(sp3) bonds. In the presence of DTBP, 4-substituted 3,4-dihydroisoquinolin-1(2 H)-ones were obtained in satisfactory isolated yields. 3-Substituted indanones could also be formed by varying the structures of the starting materials.
Keyphrases
  • molecular docking
  • room temperature
  • high resolution
  • electron transfer
  • transition metal
  • ionic liquid
  • high density