Graphene Oxide as Metal-Free Catalyst in the Two-Component Reaction to Generate Some Novel Perimidines and Antimicrobial Evaluation

An eco-friendly, sustainable, simple, and facile protocol has been demonstrated for the synthesis of some novel perimidine derivatives using readily available 1,8-diaminonaphthalene and substituted aldehydes in the presence of green carbocatalyst, graphene oxide (GO). The designed protocol was efficiently carried out under metal-free conditions at room temperature through simple shaking and the desired products were obtained in high to excellent yields in short reaction time (50 sec-2 min) using low catalyst loading (0.005 g). A library of derivatives was synthesized that accomplished high functional group tolerance of the designed protocol. The antimicrobial activity of synthesized compounds was performed against Gram-negative bacteria (E. coli ATCC 25922 and P. aeruginosa ATCC 27853), Gram-positive bacteria (S. aureus ATCC 25923 and B. subtilis ATCC 6633) and fungus (A. niger ATCC 16404) using broth micro dilution method. The present methodology displays many advantages such as high product yields, very less reaction time, wide substrate scope, and simple work-up procedure.

Automated summary

An eco-friendly and sustainable protocol for synthesizing novel perimidine derivatives using 1,8-diaminonaphthalene and substituted aldehydes in the presence of graphene oxide has been demonstrated. The protocol achieved high yields, short reaction times, wide substrate scope, and simple work-up procedure.