Work

1‐Methyl‐1‐sulfopyrrolidinium Chloride (MSP‐Cl), Facilitated Rapid and Green Synthesis of Biologically Active Schiff Bases

Year: 2025

Type: article

Abstract: In the present research work, a novel and efficient method was been developed for the synthesis of biologically active ( E )‐3‐(4‐(benzyloxy)phenyl)‐2‐((substituted benzylidene)amino)‐1‐(thiazolidin‐3‐yl) propan‐1‐one derivatives ( AAP‐1 to AAP‐10 ) using a newly designed organic catalyst 1‐methyl‐1‐sulfopyrrolidinium chloride ( MSP‐Cl ). This catalyst effectively facilitates the condensation reaction between aromatic aldehydes and 1 in a green solvent system, leading to the formation of AAP‐1 to AAP‐10 high yields. The synthesized products were thoroughly characterized using 1 H NMR, 13 C NMR, and FTIR spectroscopy. The MSP‐Cl catalyst is believed to function via forming an iminium intermediate, which promotes the efficient synthesis of these Schiff bases. This methodology presents several advantages, including cost‐effectiveness, scalability, a simple workup process, minimal side reactions, shorter reaction times, and broad substrate applicability. Compared to conventional methods, it provides a superior alternative, especially for acyl derivatives that typically do not proceed efficiently without catalysis. This innovative protocol holds great promise and has the potential to revolutionize the industrial‐scale synthesis of Schiff bases and related compounds.

Source: ChemistrySelect

DOI: 10.1002/slct.202503449