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A Mild and Sustainable Procedure for the Functionalization of Morpholin-2-Ones by Oxidative Imidation Reactions

Authors :
Ana Maria Faisca Phillips
Armando J. L. Pombeiro
Source :
Catalysts, Vol 13, Iss 7, p 1072 (2023)
Publication Year :
2023
Publisher :
MDPI AG, 2023.

Abstract

Nitrogen-containing heterocycles such as morpholin-2-ones are structural elements of many biologically active substances, as well as useful synthetic intermediates. To be able to functionalize them regioselectively in an easy, atom-efficient, and environmentally friendly manner is highly desirable. A procedure for cross-dehydrogenative coupling between morpholinones and cyclic imides was developed addressing these requirements. An earth-abundant metal catalyst, copper(I) chloride, in the presence of acetic acid, and with molecular oxygen as the sole oxidant, operating under mild conditions, afforded the desired C–N coupled products in high yields. Besides being potentially biologically active, as many members of both families of compounds are, the products themselves may be suitable substrates for functionalized polymers, e.g., poly(β-aminoesters) or even for PROTACs.

Details

Language :
English
ISSN :
20734344
Volume :
13
Issue :
7
Database :
Directory of Open Access Journals
Journal :
Catalysts
Publication Type :
Academic Journal
Accession number :
edsdoj.46a9f569fe174ac8b48d9f1317772f1c
Document Type :
article
Full Text :
https://doi.org/10.3390/catal13071072