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Access to β-Alkylated γ-Functionalized Ketones via Conjugate Additions to Arylideneisoxazol-5-ones and Mo(CO) 6 -Mediated Reductive Cascade Reactions.

Antonio MacchiaFrancesco Ferdinando SummaGuglielmo MonacoAndreas EitzingerArmin R OfialAntonia Di MolaAntonio Massa
Published in: ACS omega (2022)
1,4-Conjugate addition of ((chloromethyl)sulfonyl)benzenes to arylideneisoxazol-5-ones, followed by one-pot, N-selective trapping in the presence of electrophiles, was investigated. This strategy led to the synthesis of new, stable N-protected isoxazol-5-ones in good yields and high diastereolectivity. The study of the reactivity of obtained products in the presence of the Mo(CO) 6 /H 2 O system allowed the development of a cascade reaction leading to novel methyl ketones in high yields and unchanged dr bearing an uncommon chloromethinearylsulfonyl end group.
Keyphrases
  • cancer therapy
  • quantum dots
  • drug delivery
  • atomic force microscopy
  • single molecule
  • molecularly imprinted
  • liquid chromatography