The reaction of 3,5-diphenyl-1,2-dithiolium perchlorate with active methylenes.
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3,5-Diphenyl-1,2-dithiolium perchlorate (<B>1</B>) was synthesized in a new, convenient way, and the reaction of <B>1</B> with several active methylene compounds was studied. The compounds possessing no less than one ester group gave novel products, 3-substituted 4,6-diphenyl-2<I>H</I>-thiopyran-2-ones, while those possessing a carbamoyl group gave 3-substituted 2-hydroxy-4,6-diphenylpyridines or 3-cyano-1,4,6-triphenyl-2-pyridone. Malononitrile, however, gave 1-mercapto-1,3-diphenyl-4,4-dicyanobutadiene (<B>10</B>). On treatment with methyl iodide or <I>p</I>-chlorobenzyl chloride, <B>10</B> gave 1-methylthio- or 1-(<I>p</I>-chlorobenzylthio)-1,3-diphenyl-4,4-dicy-anobutadiene, and also led to bis(1,3-diphenyl-4,4-dicyanobutadienyl) disulfide on treatment with hydrogen peroxide.
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