Heterogeneous Catalysis with Basic Compounds to Achieve the Synthesis and C-N Cleavage of Azetidin-2-ones under Microwave Irradiation

Adriana Galván, Fabiola N. De La Cruz, Francisco Cruz, Merced Martínez, Clarisa Villegas Gomez, Yolanda Alcaraz, José Manuel Domínguez, Francisco Delgado, Miguel A. Vázquez

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9 Scopus citations

Abstract

The synthesis of azetidin-2-ones with a completely heterogeneous catalysis is reported. The use of basic compounds as solid catalysts allowed for the synthesis of azetidin-2-ones under microwave irradiation without organic additives such as triethylamine. An excellent catalyst for this transformation was Mg-Al hydroxide (MAH). The present methodology offers the advantages of non-hazardous reaction conditions, short reaction times, high yields, and catalyst reusability. Different substitution groups were tested on the imines and acyl chlorides to explore the scope of the reaction. Unconventional N-C4 bond cleavage was detected in azetidin-2-ones. MAH was characterized by N 2 adsorption-desorption, X-ray diffraction (XRD), scanning electron microscopy (SEM), and high-resolution transmission electron microscopy (HR-TEM).

Original languageEnglish
Pages (from-to)3625-3637
Number of pages13
JournalSynthesis (Germany)
Volume51
Issue number19
DOIs
StatePublished - 2019

Keywords

  • Mg-Al hydroxide
  • azetidin-2-ones
  • heterogeneous catalyst
  • microwave irradiation
  • ring opening

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