The paper presents a Novel C-5 monosubstituted chemoselctive Indole derivatives, its Schiff base were prepared and characterized (15 examples). The present perspective of the study was to synthesis chemoselctive 5-hydroxy indole derivatives and investigates the role of electronic effect of substituents variation on the antimicrobial activity of Schiff bases. A comparative study of inhibition values were done to get high potent antimicrobial active molecule. The electron withdrawing and donating substituents showing high antifungal and antibacterial activity. This is due to the effect of electron withdrawing groups such as, NO2 and electron donating group OH. This variation is due to change in inductive effect of substituents.
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