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Synthesis and intramolecular cyclization of novel beta,beta-bis(benzo[b]thienyl)dehydroalanine derivatives

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Detalhes bibliográficos
Resumo:The methyl ester of tert-butyloxycarbonyl-beta,beta-dibromodehydroalanine was obtained in a one pot procedure from bis-(N-tert-butyloxycarbonyl)dehydroalanine. The former was reacted with several boronic benzo[b]thiophene acids under Suzuki cross coupling conditions, to give new beta,beta-bis-(benzo[b]thienyl)dehydroalanines in high yields. These compounds were cyclized to pyrrole derivatives by treatment with Pd(OAc)2 and Cu(OAc)2 in DMF.
Autores principais:Abreu, Ana S.
Outros Autores:Silva, Natália O.; Ferreira, Paula M. T.; Queiroz, Maria João R. P.
Assunto:Beta,beta-dibromodehydroalanine Beta,beta-bis-(benzo[b]thienyldehydroalanine Suzuki cross coupling Pyrrole derivatives β,β-bis-(benzo[b]thienyl) dehydroalanine β,β-dibromodehydroalanine
Ano:2003
País:Portugal
Tipo de documento:artigo
Tipo de acesso:acesso aberto
Instituição associada:Universidade do Minho
Idioma:inglês
Origem:RepositóriUM - Universidade do Minho
Descrição
Resumo:The methyl ester of tert-butyloxycarbonyl-beta,beta-dibromodehydroalanine was obtained in a one pot procedure from bis-(N-tert-butyloxycarbonyl)dehydroalanine. The former was reacted with several boronic benzo[b]thiophene acids under Suzuki cross coupling conditions, to give new beta,beta-bis-(benzo[b]thienyl)dehydroalanines in high yields. These compounds were cyclized to pyrrole derivatives by treatment with Pd(OAc)2 and Cu(OAc)2 in DMF.