Abstract
A green approach for the synthesis of a set of ten 4-aryl substituted-5-alcoxy carbonyl-6-methyl-3,4-dihydro-2(1H)-pyridones using Meldrum’s acid has been devised, the absence of solvent and the activation with infrared irradiation in addition to a multicomponent protocol are the main reaction conditions. The transformations proceeded with moderated yields (50–75%) with a reasonable reaction rate (3 h). It is worth noting that two novel molecules of the new class of the bis-3,4-dihydropyridones were also obtained. In addition, a comparison without the use of infrared irradiation was performed.
Highlights
One of the main objectives of green chemistry [1] is to carry out reactions using conditions which are not detrimental to the environment [2]
The synthesis of DHPDOs is an area of current interest due to the large number of biologically active molecules of this type [7,8,9]
The goal of this paper is to present a new mode for the synthesis of a set of ten 3,4-dihidro-2(1H)-pyridones (4a–j), in addition to the two novel bis-3,4-dihydro-2(1H)-pyridones (4k–l), using solvent-free conditions and for the first time the activation with infrared irradiation, for this purpose, as summarized in Schemes 1–2. This methodology must be considered as a green approach for the production of these classes of molecules, validating the employment of infrared irradiation as a nonclassical heating technique for many organic transformations
Summary
One of the main objectives of green chemistry [1] is to carry out reactions using conditions which are not detrimental to the environment [2]. The goal of this paper is to present a new mode for the synthesis of a set of ten 3,4-dihidro-2(1H)-pyridones (4a–j), in addition to the two novel bis-3,4-dihydro-2(1H)-pyridones (4k–l), using solvent-free conditions and for the first time the activation with infrared irradiation, for this purpose, as summarized in Schemes 1–2. This methodology must be considered as a green approach for the production of these classes of molecules, validating the employment of infrared irradiation as a nonclassical heating technique for many organic transformations
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