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Condensed thiophenes and selenophenes: thionyl chloride and selenium oxychloride as sulfur and selenium transfer
Ramiya R Amaresh1, M V Lakshmikantham, Jeffrey W Baldwin
1Chemistry Department, University of Alabama, Box 870336, Tuscaloosa, AL 35487-0336, USA.
The Journal of Organic Chemistry
|April 13, 2002
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.