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Transition metal-free C-F/C-Cl/C-C cleavage of ClCF2COONa for the synthesis of heterocycles.

Yizhe YanChang CuiJianyong WangShaoqing LiLin TangYanqi Liu
Published in: Organic & biomolecular chemistry (2019)
A transition metal-free and external oxidant-free annulation of substrates having two nitrogen-nucleophilic sites with ClCF2COONa was demonstrated, affording a series of 1,3,5-triazines and quinazolinones in up to 96% yields. Notably, ClCF2COONa was employed as the C1 synthon for valuable heterocycles. Using this protocol, two C-N bonds were formed in one pot via the cleavage of two C-F bonds, one C-Cl bond and one C-C bond. This method avoided the use of a transition metal and an oxidant and generated low toxicity inorganic waste.
Keyphrases
  • transition metal
  • dna binding
  • randomized controlled trial
  • anti inflammatory
  • heavy metals
  • oxidative stress
  • risk assessment
  • sewage sludge
  • municipal solid waste