Synthesis of Functionalized N -(4-Bromophenyl)furan-2-carboxamides via Suzuki-Miyaura Cross-Coupling: Anti-Bacterial Activities against Clinically Isolated Drug Resistant A. baumannii , K. pneumoniae , E. cloacae and MRSA and Its Validation via a Computational Approach.

N -(4-bromophenyl)furan-2-carboxamide ( 3 ) was synthesized by the reaction furan-2-carbonyl chloride ( 1 ) and 4-bromoaniline ( 2 ) in the presence of Et 3 N in excellent yields of 94%. The carboxamide ( 3 ) was arylated by employing triphenylphosphine palladium as a catalyst and K 3 PO 4 as a base to afford N -(4-bromophenyl)furan-2-carboxamide analogues ( 5a-i ) in moderate to good yields (43-83%). Furthermore, we investigated the in vitro anti-bacterial activities of the respective compounds against clinically isolated drug-resistant bacteria A. baumannii , K. pneumoniae , E. cloacae and S. aureus . The molecule ( 3 ) was found to be the most effective activity against these bacteria, particularly NDM-positive bacteria A. baumannii as compared to various commercially available drugs. Docking studies and MD simulations further validated it, expressing the active site and molecular interaction stability.