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Orientador(es)
Resumo(s)
ortho-Chlorodiarylamines in the 2,3,7-trimethylbenzo[b]thiophene series were prepared in high yields (70–85%) by C–N
palladium-catalyzed cross-coupling using P(t-Bu)3 as ligand and NaOt-Bu as base. A palladium-assisted C–C intramolecular cyclization
of the coupling products gave thienocarbazoles and the dechlorinated diarylamines. Studies of antimicrobial activity of the
compounds obtained, against representative species of bacteria (Escherichia coli, Pseudomonas aeruginosa, Bacillus cereus and
Bacillus subtilis) and fungi (Candida albicans), were performed. We have also included in the biological assays some pyridine derivatives
previously prepared by us, and it was possible to establish some structure–activity relationships (SARs).
Descrição
Palavras-chave
Benzothiophenes Ortho-chlorodiarylamines Palladium Thienocarbazoles Thienocarboline Antimicrobial activity
Contexto Educativo
Citação
Queiroz, Maria João R.P.; Ferreira, Isabel C.F.R.; Gaetanoa, Yannick de; Kirsch, Gilbert; Calhelha, Ricardo C.; Estevinho, Leticia M. (2006). Synthesis and antimicrobial activity studies of ortho-chlorodiarylamines and heteroaromatic tetracyclic systems in the benzo[b]thiophene series. Bioorganic & Medicinal Chemistry. ISSN 0968-0896. 14:20, p. 6827-6831
Editora
Elsevier