Continuous-Flow Microliter Microwave Irradiation in the Synthesis of Isoxazole Derivatives: An Optimization Procedure

Antonio M. Rodriguez; Alberto Juan; M. Victoria Gómez; Andres Moreno; Antonio de la Hoz

doi:10.1055/s-0031-1290944

Synthesis, Table of Contents

Synthesis 2012; 44(16): 2527-2530
DOI: 10.1055/s-0031-1290944

special topic

Continuous-Flow Microliter Microwave Irradiation in the Synthesis of Isoxazole Derivatives: An Optimization Procedure

Antonio M. Rodriguez

^aDepartamento de Química Orgánica, Facultad de Químicas, Universidad de Castilla-La Mancha, 13071 Ciudad Real, Spain

,

Alberto Juan

^bInstituto Regional de Investigación Científica Aplicada (IRICA), Universidad de Castilla-La Mancha, 13071 Ciudad Real, Spain, Fax: 34(9022)04130 Email: Antonio.Hoz@uclm.es

,

M. Victoria Gómez*

^bInstituto Regional de Investigación Científica Aplicada (IRICA), Universidad de Castilla-La Mancha, 13071 Ciudad Real, Spain, Fax: 34(9022)04130 Email: Antonio.Hoz@uclm.es

,

Andres Moreno

^aDepartamento de Química Orgánica, Facultad de Químicas, Universidad de Castilla-La Mancha, 13071 Ciudad Real, Spain

,

Antonio de la Hoz*

^aDepartamento de Química Orgánica, Facultad de Químicas, Universidad de Castilla-La Mancha, 13071 Ciudad Real, Spain

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Abstract

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Abstract

An efficient method was developed for the synthesis of 3,4,5-trisubstituted and 3,5-disubstituted isoxazoles by using continuous-flow microwave-heated microreactors. A study on the separate effects of the temperature, continuous-flow regime, and microwave irradiation showed that the continuous-flow regime had important effects for less reactive diketones, where microwave heating enhanced the reaction, permitting the formation of 5-methyl-3-phenylisoxazole, which was not formed in the absence of microwaves.

Key words

heterocycles - cyclizations - condensation - microwaves - continuous-flow reactors - microreactors

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References

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