Login / Signup

Metal-free synthesis of 1,1-dimethyl-2,2,2-trifluoroethyl substituted quinazolinones via tandem radical cyclization of quinazolin-4(3 H )-ones with 3,3,3-trifluoro-2,2-dimethylpropanoic acid.

Shenyuan GaoMenglu CaiXiaozhong WangDapeng JiangPen LinLiyan Dai
Published in: Organic & biomolecular chemistry (2024)
A metal-free (NH 4 ) 2 S 2 O 8 -mediated decarboxylative trifluoromethylation reaction of alkenes with 3,3,3-trifluoro-2,2-dimethylpropionic acid has been proposed. This method offers a novel route for the direct synthesis of a series of CMe 2 CF 3 -containing quinazolinones from basic chemical raw materials. The reaction mechanism was studied by a radical trapping test and DFT methods, verifying an oxidation-triggered cascade process promoted by the CMe 2 CF 3 radicals. This strategy provides advantages such as high yield, wide substrate compatibility, and high atom economy.
Keyphrases
  • cystic fibrosis
  • electron transfer
  • molecular docking
  • molecular dynamics
  • density functional theory
  • hydrogen peroxide