Condensed thiophenes and selenophenes: thionyl chloride and selenium oxychloride as sulfur and selenium transfer reagents.
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.
Amaresh
Ramiya R
RR
Chemistry Department, University of Alabama, Box 870336, Tuscaloosa, AL 35487-0336, USA.
Lakshmikantham
M V
MV
Baldwin
Jeffrey W
JW
Cava
Michael P
MP
Metzger
Robert M
RM
Rogers
Robin D
RD