Highly Diastereoselective Syntheses of Spiro‐Oxindole Dihydrofuran Derivatives in Aqueous Media and Their Antibacterial Activity

Abstract

Abstract A series of substituted spiro‐oxindole dihydrofuran ring derivatives were synthesized in good yields up to 94% and excellent diastereoselectivity ≥99% by simple tandem Michael ‐ cyclization in aqueous media using DABCO (1,4‐diazabicyclo[2.2.2]octane) as a catalyst and SDS (sodium dodecyl sulfate) as a promoter at ambient temperature. These molecules displayed promising antibacterial activity in vitro against pathogenic strains viz Vibrio cholerae , Escherichia coli , Bacillus subtilis , Bacillus licheniformis , Pseudomonas fluorescens , Salmonella enterica , Shigella flexneri and Shigella boydii with MIC (minimum inhibitory concentration), MBC (minimum bactericidal concentration) and IC50 (inhibitory concentration) values better than the standard antibiotic ampicillin.