Synthesis and NMR Studies of Novel 2-Eteroarylbenzofuran Derivatives

The 19th International Electronic Conference on Synthetic Organic Chemistry session General Organic SynthesisThe benzofuran scaffold is ubiquitous in the area of pharmacologically active agents and isolated natural products. Natural products possessing the 2-substituted moiety exhibit a broad range of pharmacological activities such as antimicrobial, anti-inflammatory, antifungal, antipsychotic, antilipidemic, analgesic, cytotoxic and central nervous system stimulant. Also, benzofuran nucleus has been recently described as a good scaffold for designing potent and relatively non-selective MAOIs. The synthesis and identification of novel 2-eteroarylbenzofuran derivatives with electron-donating and electron-withdrawing substituents are reported in this work. The key step for the formation of the benzofuran moiety was achieved by an intramolecular Wittig reaction between ortho-hydroxybenzyltriphosphonium salts and the appropriate aroyl chlorides. Their complete structural characterization was performed using one-dimensional and two- dimensional resonance techniques. The acquired data constitute a valuable database for the unambiguous identification of eteroarylbenzofuran library developed with the aim of our medicinal chemistry progra