Abstract

A focused library of more than 90 N-benzenesulfonyl derivatives of heterocycles was generated by a practical and efficient solution-phase parallel synthesis. The methodology used led to pure compounds in a shorter time compared with the classical synthesis. The reaction conditions were carefully studied to achieve a one-pot method that allows the use of automated equipment. A simple chromatography-free workup procedure was developed making this method not only efficient but also fast and simple. The overall yield for the synthesis of this library was over 90% with an average purity of 97%. Five of the tested compounds have shown a moderate inhibitory activity (up to MIC = 32 μg/mL) against Escherichia coli (ATCC 25922).

Keywords: Antibacterial activity, Benzenesulfonyl, Heterocycles, Indole, indoline, Solution phase parallel synthesis, Tetrahydroquinoline, antimicrobials, pharmacotherapy, nitrogenated-heterocycles, Escherichia coli, pharmacophore, N-sulfonylation, scaffolds, phase-transfer catalyst, MS analysis, LC analysis