DABCO Catalyzed Green and Efficient Synthesis of 2-Amino-4H-Pyrans and Their Biological Evaluation as Antimicrobial and Anticancer Agents

Abstract

Aim and objective: The present method is simple, green and highly efficient for the synthesis of 2-amino-4H-pyran derivatives which are achieved by a one pot three component cyclocondensation of aldehyde, malanonitrile and ethyl acetoacetate or methyl acetoacetate using DABCO under solvent free with grinding conditions at room temperature.

Material and methods: Some of the synthesized compounds were screened for their antimicrobial and antifungal activity. The study shows that these compounds show good antimicrobial activity. Furthermore, eight of the synthesized compounds were selected for screening of their anticancer activity against human astrocytoma-glioblastoma cell line (U373MG). Some of the compounds show good anticancer activity.

Result: Grinding synthesis of 2-amino-4H-pyran derivatives catalyzed by DABCO with various aromatic aldehydes under solvent-free conditions at room temperature was examined. The obtained compounds (22 entries) were well synthesized in good to excellent yields.

Conclusion: The present method is simple, rapid, and most efficient green protocol for the synthesis of 2-amino-4H-pyran derivatives using highly inexpensive and easily available DABCO as an efficient catalyst under grinding and solvent free condition at room temperature.

Keywords: 2-amino-4H-pyrans; DABCO; anticancer activity; antimicrobial activity; multi-component reaction; solvent-free..