Irradiación infrarroja: una alternativa para la activación de reacciones y su contribución a la química verde

Miranda, René; Noguez, Olivia; Velasco, Benjamín; Arroyo, Gonzalo; Pénieres, Guillermo; Martínez, Joel; Delgado, Francisco

doi:10.1016/s0187-893x(18)30045-4

Cited by 8 publications

(12 citation statements)

References 12 publications

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“…The characteristic peaks provide evidence for the presence of the target molecules; moreover, NMR data was also in agreement, by comparison with literature information [8], as it can see for example in three selected examples [12]. …”

Section: Resultssupporting

confidence: 84%

Comparative Study Using Different Infrared Zones of the Solventless Activation of Organic Reactions

Córdova

Ramírez

Bejarano

et al. 2011

IJMS

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In this work, the results of a study comparing the use of irradiation from different regions of the infrared spectrum for the promotion of several organic reactions, are presented and discussed. This use of eco-conditions provides a green approach to chemical synthesis. A set of ten different organic reactions were evaluated, including the Knoevenagel, Hantzsch, Biginelli and Meldrum reactions. It is important to highlight the use of a commercial device that produces infrared irradiation in the near infrared region and its distribution by convection providing heating uniformity, significantly reducing reaction times, achieving good yields and proceeding in the absence of solvent. It is also worth noting that a variety of different reactions may be performed at the same time. Finally, the products obtained were identified using TLC, together with corresponding MS-data, complementarily in comparison of NMR 1H and 13C data with literature information.

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Section: Resultssupporting

confidence: 84%

Comparative Study Using Different Infrared Zones of the Solventless Activation of Organic Reactions

Córdova

Ramírez

Bejarano

et al. 2011

IJMS

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“…As it can be seen, a wide range of aldehydes undergo this reaction with moderate yields (50–75%) of the corresponding products. The known molecules ( 4a–j ) ( Scheme 1 ) were identified by correlating the corresponding physical and spectroscopic data with literature values [ 31 – 36 ]. Moreover, this procedure must be considered as a new and simple method with an appropriately green approach, since no solvent was employed, in addition to the use of infrared irradiation to give a clean and rapid activation of this multicomponent reaction.…”

Section: Resultsmentioning

confidence: 99%

Infrared Assisted Production of 3,4-Dihydro-2(1H)-pyridones in Solvent-Free Conditions

Noguez¹,

Marcelino²,

Rodríguez

et al. 2011

IJMS

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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.

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“…To the best of our knowledge, however, the use of IR energy as an activation source for the Willgerodt-Kindler reaction has not yet been reported. IR energy has been demonstrated to be useful in organic synthesis, 22 and has been used in the synthesis of 1,3,5-trioxanes from aldehydes, 23 in the Biginelli 24 and Knoevenagel 25 reactions, and for the synthesis of diindolylmethanes 26 and 3,4-dihydro-2(1H)-pyridones. 27 When investigating the synthesis of 3-caprolactam from cyclohexanone and hydroxylamine using bentonic clay under solventless conditions, we explored the use of several energy sources for activation of the reaction and found that IR energy performed better than thermal, microwave, or ultrasound energies.…”

Section: Introductionmentioning

confidence: 99%

A study of the Willgerodt–Kindler reaction to obtain thioamides and α-ketothioamides under solvent-less conditions

et al. 2012

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In this paper, the results obtained in the synthesis of thioamides and α-ketothioamides by a modification of the Willgerodt–Kindler reaction, under solvent-free and noncatalyst conditions using IR energy as a source of activation, are presented. The use of IR energy in these reactions has been shown to lead to a mixture of thioamide and α-ketothioamide as the main products in most cases, with the latter predominating. The yields of α-ketothioamides from most of these reactions are better than those reported previously. To the best of our knowledge, this is the first time that IR energy has been applied to promote the Willgerodt–Kindler reaction.

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Irradiación infrarroja: una alternativa para la activación de reacciones y su contribución a la química verde

Cited by 8 publications

References 12 publications

Comparative Study Using Different Infrared Zones of the Solventless Activation of Organic Reactions

Comparative Study Using Different Infrared Zones of the Solventless Activation of Organic Reactions

Infrared Assisted Production of 3,4-Dihydro-2(1H)-pyridones in Solvent-Free Conditions

A study of the Willgerodt–Kindler reaction to obtain thioamides and α-ketothioamides under solvent-less conditions

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