CYCLOADDITION REACTIONS. A NEW TYPE OF CYCLOADDUCT FROM A SUBSTITUTED 2-VINYLTHIOPHEN AND DMAD

Article abstract of DOI:10.1016/S0040-4020(01)90036-5

Cycloaddition reactions between 2-(1-cyanoallyl)thiophen and the dienophiles diethyl azodicarboxylate, N-phenylmaleimide, methyl propiolate, and dimethyl acetylenedicarboxylate are reported.Products include simple benzothiophen carboxylates (13,19) and reduced derivatives (8,9,10,12,18), as a mixture of diastereoisomers, except in the adduct with diethyl azodicarboxylate.With dimethyl acetylenedicarboxylate a new type of tricyclic compound was also found (20).