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Iron(III)-Catalyzed Synthesis of 2-Alkyl Homoallyl Sulfonyl Amides: Antiproliferative Study and Reactivity Scope of Aza-Prins Cyclization.

Rubén M CarballoJosé M PadrónIsrael FernándezDaniel A CruzLuana GrmušaVíctor S MartínJuan I Padrón
Published in: The Journal of organic chemistry (2022)
A direct, catalytic, and complementary method to obtain 2-substituted homoallyl sulfonyl amides is described, starting from sulfonyl amides, aldehydes, and allyltrimethylsilane using iron(III) chloride as a sustainable catalyst. The scope of the process and the reactivity in aza-Prins cyclization is evaluated and supported by density functional theory (DFT) studies. Finally, an evaluation of the antiproliferative activity for this family of sulfonyl amides is also included.
Keyphrases
  • density functional theory
  • molecular dynamics
  • room temperature
  • ionic liquid
  • molecular docking
  • iron deficiency
  • case control
  • crystal structure
  • carbon dioxide
  • metal organic framework
  • molecular dynamics simulations