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A Consecutive Four-Component Synthesis of Polysubstituted Thiophenes in Aqueous Medium Publisher



Adib M1 ; Rajaidaryasarei S1 ; Pashazadeh R1 ; Jahani M1 ; Yazzaf R1 ; Amanlou M2
Authors
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Authors Affiliations
  1. 1. School of Chemistry, College of Science, University of Tehran, PO Box 14155-6455, Tehran, Iran
  2. 2. Pharmaceutical Sciences Research Center and Department of Medicinal Chemistry, Tehran University of Medical Sciences, Tehran, Iran

Source: European Journal of Organic Chemistry Published:2018


Abstract

An efficient and straightforward four-component synthesis of mono-, bi- and tricyclic thiophenes from C–C + C + C + S atom fragments from 1,3-dicarbonyl compounds, aldehydes, activated methylene halides and elemental sulfur in aqueous medium is described. Arylidene-1,3-dicarbonyls, N-phenacylpyridinium bromides/N-(p-nitrobenzyl)pyridinium chloride, pyridinium ylides and 2,3-dihydrofurans are believed to be the key intermediates of these consecutive transformations. This synthetic strategy provides a potential route to the construction of a library of highly substituted thiophenes with a large substrate scope in good-to-excellent yields. © 2018 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim