Synthesis and antibacterial activities of α-hydroxyphosphonates and α-acetyloxyphosphonates derived from 2-chloroquinoline-3-carbaldehyde

Abstract

α-Hydroxyphosphonates 2a-g derived from 2-chloroquinolin-3- carbaldehyde 1a-g by modified Abramov reaction using chloro(trimethyl)silane (TMSCl) and subsequent α-hydroxyphosphonate produced were acetylated using acetic anhydride in the presence of 1,8-Diazabicyclo-undec-7-ene (DBU) to afford the α-acetyloxyphosphonate 3a-g in high yields. The synthesized α-hydroxyphosphonate and α-acetyloxyphosphonate compounds were screened for antibacterial activities. The compound no. 2d, 2e and 3e, 3f has shown comparative activity against their standard Streptomycin. ©ARKAT.