One pot Synthesis of 2-Indole-acetonitrile Derivatives via a Sequential Four Component Reaction

Indole derivatives displaying a broad range of biological activity in medicinal chemistry including anti hypertensive, anti proliferative, anti viral, anti tumor, analgesic, antiinflammatory, anti microbial, anti fungal activities, etc. Although indole moiety is very small but have been the intense research interest for many years, Due to the diverse biological activities. And also, indole-based colorants are various class of organic dyes and pigments [1,2]. In this paper we report the synthesis of a new library of pharmacologically relevant 2- indole-acetonitrile (5), based on the reaction of enamines and Michel acceptor via the One-Pot , multicomponent reaction of dimedone (1), various aniline (2), aryl glyoxal(3), and ethyl cyanoacetate/methyl cyanoacetate(4), under reflux conditions respectively in melt and ethanol (fugure 1). This protocol is distinguished by its high atom-economy, yield the desired products in good to excellent yields, the use of ethanol as reaction media, and the efficiency of production without the use of any activator or metal promoters, and the pure products were acquired simply by washing the crude products with 96% ethanol. All structures were confirmed by IR, MS, 1H- and 13C-NMR analyses.