Synthesis of 2,2-diphenyl-1,3,2-oxazaborolidin-5-one promoted by montmorillonite and microwaves: A green approach methodology
Por:
González-Castañeda R., Negrellos Correa O., Gómez-Pliego R., Álvarez-Sánchez A., Gómez-Tagle A., Velasco-Bejarano B.
Publicada:
1 ene 2024
Resumen:
Studies have shown that the heterocyclic molecules of the 2,2-diphenyl-1,3,2-oxazaborolidin-5-one (DPOXA) type have wide and varied biological activity with herbicidal, insecticidal, fungicidal, antibacterial, and apoptotic properties. Several methods are reported for synthesizing this type of molecule, but they require strong acid conditions to release phenylboronic acid, the residues of which impact the environment. The method of synthesis proposed in this study uses montmorillonite (TAFF), microwave irradiation, and an eight a-amino acid. The transformation percentages evaluated by UHPLC-MS/MS, and generated from the optimal conditions of power (W), temperature (°C,) and the amount of TAFF (mg), reflect excellent yields ranging from 81-96 %, in a reaction time of 5 min under solvent-free conditions. Findings allow us to confirm that this methodology is adequate for synthesizing this type of molecule, which has shown significant biological activity. © 2024 The Authors
Filiaciones:
González-Castañeda R.:
Sección de Química Orgánica, Laboratorio de Química Medicinal Verde, Mexico
Negrellos Correa O.:
Sección de Química Orgánica, Laboratorio de Química Medicinal Verde, Mexico
Gómez-Pliego R.:
Sección de Bioquímica y Farmacología Humana, Laboratorio de Microbiología Industrial, Facultad de Estudios Superiores Cuautitlán Campo 1, Universidad Nacional Autónoma de México, Av. 1 de mayo S/N, Col. Sta. María las Torres, Cuautitlán Izcalli, Estado de México, CP, 54714, Mexico
Álvarez-Sánchez A.:
Sección de Química Orgánica, Laboratorio de Química Medicinal Verde, Mexico
Gómez-Tagle A.:
Sección de Química Orgánica, Laboratorio de Química Medicinal Verde, Mexico
Velasco-Bejarano B.:
Sección de Química Orgánica, Laboratorio de Química Medicinal Verde, Mexico
gold, All Open Access; Gold Open Access
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