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Title: Synthesis and antimicrobial activity studies of ortho-chlorodiarylamines and heteroaromatic tetracyclic systems in the benzo[b]thiophene series
Author: Queiroz, Maria João R.P.
Ferreira, Isabel C.F.R.
Gaetanoa, Yannick de
Kirsch, Gilbert
Calhelha, Ricardo C.
Estevinho, Leticia M.
Keywords: Benzothiophenes
Antimicrobial activity
Issue Date: 2006
Publisher: Elsevier
Citation: Bioorganic & Medicinal Chemistry. ISSN 0968-0896. 14:20 (2006) p. 6827-6831
Abstract: 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).
ISSN: 0968-0896
Appears in Collections:BB - Artigos em Revistas Indexados ao ISI/Scopus

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