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

Author:

Galván Adriana1,de la Cruz Fabiola N.2,Cruz Francisco1,Martínez Merced1,Gomez Clarisa Villegas1,Alcaraz Yolanda3,Domínguez José Manuel4,Delgado Francisco5,Vázquez Miguel A.1

Affiliation:

1. Departamento de Química, Universidad de Guanajuato

2. Departamento de Química Orgánica, Universidad Autónoma de Coahuila

3. Departamento de Farmacia, Universidad de Guanajuato

4. Instituto Mexicano del Petróleo

5. Departamento de Química Orgánica, Escuela Nacional de Ciencias Biológicas-IPN

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 N2 adsorption–desorption, X-ray diffraction (XRD), scanning electron microscopy (SEM), and high-resolution transmission electron microscopy (HR-TEM).

Funder

Consejo Nacional de Ciencia y Tecnología

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry,Catalysis

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