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Synthesis 2019; 51(19): 3625-3637
DOI: 10.1055/s-0037-1611851
DOI: 10.1055/s-0037-1611851
paper
Heterogeneous Catalysis with Basic Compounds to Achieve the Synthesis and C–N Cleavage of Azetidin-2-ones under Microwave Irradiation
The authors acknowledge financial support from CONACYT-SENER (fellowship grant 177007). We recognize the spectroscopy services provided by the National Laboratory of the Universidad de Guanajuato (UG-UAA-CONACYT Grant 260373). ACGC and FNCD received scholarships from CONACYT (551221 and 366790, respectively).Further Information
Publication History
Received: 01 March 2019
Accepted after revision: 10 May 2019
Publication Date:
28 May 2019 (online)
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).
Key words
heterogeneous catalyst - Mg-Al hydroxide - azetidin-2-ones - ring opening - microwave irradiationSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1611851.
- Supporting Information
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