Addition of Pyrrolecarbodithioate Anions to the Multiple Bond

SCHEME 2.77 Formation of pyrrolyldisulfide in the attempted reaction of pyrrole-l-carbodithioate with acrylonitrile and methyl acrylate. 

R = Ph, r2= H R -R = (CH2)4 R = CN, CONHj, C02Me SCHEME 2.78 Addition of pyrrole-2-carbodithioates to acrylic acid derivatives. 

SCHEME 2.79 Addition of 2-methyl-(4,5,6,7-tetrahydroindolyl-2-yl)-3-carbodithioate to acrylonitrile. 

In the presence of acetic acid preventing both the cleavage of the C-S bond under the action of hydroxide anions and formation of divinyl sulfides, the yields of the adducts reach 65%. 

SCHEME 2.80 Reaction of pyrrole-l-carbodithioates with dimethyl ester of acetylenedicarboxylic acid. 

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