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A convenient approach towards 2- and 3-aminobenzo[b]thiophenes
Authors:Dmitry A Androsov  Andrey Y Solovyev  Ray J Butcher
Institution:a Department of Organic Chemistry, Saint-Petersburg State Institute of Technology, Moskovskii prospekt 26, Saint-Petersburg 190013, Russian Federation
b Center for Photochemical Sciences, Bowling Green State University, Bowling Green, OH 43403, USA
c Department of Chemistry, Howard University, Washington, DC 20059, USA
d Department of Chemistry, Keene State College, Keene, NH 03435, USA
Abstract:Reaction of 1-(2-chloro-5-nitrophenyl)ethanone via Willgerodt-Kindler route with primary or secondary amines and sulfur allows a simple, efficient one-pot synthesis of 3-aminobenzob]thiophenes. Base-catalyzed transformation of 4-(2-chloro-5-nitrophenyl)-1,2,3-thiadiazole in the presence of primary and secondary amines offers a convenient approach towards 2-aminobenzob]thiophenes.
Keywords:
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