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Green synthesis of halogenated thiophenes,selenophenes and benzo[b]selenophenes using sodium halides as a source of electrophilic halogens
Authors:Tanay Kesharwani  Krystal A Giraudy  Jordan L Morgan  Cory Kornman  Abayomi D Olaitan
Institution:Department of Chemistry, University of West Florida, Pensacola, FL 32514-5750, United States
Abstract:Herein, we report the first synthesis of chlorinated benzob]selenophenes via environmentally friendly electrophilic chlorocyclization reaction using “table salt” as a source of “electrophilic chlorine” and ethanol as a solvent. In addition, the synthesis of diverse halogenated heterocycles, including 3-chloro, 3-bromo and 3-iodo thiophenes, selenophenes, and benzob]selenophenes was successfully accomplished under the same environmentally benign reaction conditions. This methodology has several advantages over other previously reported reactions as it employs simple starting compounds, an environmentally friendly solvent, ethanol, and non-toxic inorganic reagents under mild reaction conditions, resulting in the high product yields.
Keywords:Thiophene  Selenophene  Electrophilic halocyclization  Green chemistry
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