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

作者：Adib Mehdi^*; Rajai Daryasarei Saideh; Pashazadeh Rahim; Jahani Mehdi; Yazzaf Rozita; Amanlou Massoud

来源：European Journal of Organic Chemistry, 2018, 2018(23): 3001-3016.

DOI：10.1002/ejoc.201800361

• Multicomponent reactions
• Fused-ring systems
• Sulfur heterocycles
• Green chemistry
• Consecutive reactions

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.

• 出版日期2018-6-22