Journal
ARCHIV DER PHARMAZIE
Volume 339, Issue 3, Pages 133-140Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ardp.200500176
Keywords
benzofuran; indolizine; dihydrothiophene; anticonvulsant; anti-inflammatory activities
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Treatment of 2-bromoacetylbenzofuran (2) with pyridine afforded its corresponding pyridinium bromide 3. The latter salt reacted with some activated alkenes and acetylenes to give the corresponding indolizine derivatives. Treatment of the salt 3 with benzylidenemalononitriles 9 afforded polysubstituted aniline derivatives, however with arylidenecyanothioacetamides 15 it gave the corresponding 4,5-dihydrothiophenes. Bromide 3 also coupled with p-chlorobenzenediazonium salt followed by ammonium acetate to give the corresponding 1,2,4,5-tetrazine derivative. The biological activity of the newly synthesized compounds was examined and some of them were found to possess anticonvulsant and anti-inflammatory activities.
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