Abstract
The condensed aminothiophenes 5–7a,b react with 1,4-naphthoquinone in refluxing ethanol to yield products of addition followed by hydrogen sulfide elimination in a Diels–Alder type reaction. When the reaction is carried out under microwave irradiation a dipolar addition occurred affording products of substitution at C-l. Compounds 5–7a,b coupled with aromatic diazonium salts to yield arylazo derivatives 15 and 16 where coupling occurred at C-1. The condensed aminothiophenes 5–7a,b reacted with dimethylformamide dimethylacetal to yield amidines 17–19.
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