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Condensed thiophenes and selenophenes: thionyl chloride and selenium oxychloride as sulfur and selenium transfer reagents
Authors:Amaresh Ramiya R  Lakshmikantham M V  Baldwin Jeffrey W  Cava Michael P  Metzger Robert M  Rogers Robin D
Institution:Chemistry Department, University of Alabama, Box 870336, Tuscaloosa, AL 35487-0336, USA.
Abstract:3,4-Cyanomethyl substituted thiophenes reacted with thionyl chloride in the presence of base to give dicyano substituted thieno(3,4-c)thiophenes. The use of selenium oxychloride furnished the corresponding cyano substituted seleno(3,4-c)thiophene. 1,2-Phenylenediacetonitriles gave the corresponding cyano substituted benzo(c)thiophenes and benzo(c)selenenophenes, respectively, upon reaction with thionyl chloride and selenium oxychloride in the presence of base.
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