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	Provedor de dados IPB - Escola Superior Agrária (2) Autor Ferreira, Isabel C.F.R. (2) Queiroz, Maria João R.P. (2) Abreu, Ana S. (1) Calhelha, Ricardo C. (1) Estevinho, Leticia M. (1) Ferreira, Paula M.T. (1) Kirsch, Gilbert (1) Mais... Palavra-chave Borylation (2) Suzuki coupling (2) 2-methyl-2'-nitro biaryls (1) Antimicrobial activity (1) Benzo[b]thiophenes (1) Benzothiophenes (1) Cyclization (1) Dehydrophenylalanines (1) Fluorescence (1) Indoles (1) Palladium (1) Mais... Tipo do documento Article (2) Ano 2005 (1) 2003 (1) País Portugal (2) Idioma Inglês (2)		Ordenar por:  Relevância Autor Título Ano Registros recuperados: 2 Primeira ... 1 ... Última Synthesis of β - benzo[b]thienyldehydrophenylalanine derivatives by one-pot palladium-catalyzed borylation and suzuki coupling (BSC) and metal-assisted intramolecular cyclization: studies of fluorescence and antimicrobial activity IPB - Escola Superior Agrária Abreu, Ana S.; Ferreira, Paula M.T.; Queiroz, Maria João R.P.; Ferreira, Isabel C.F.R.; Calhelha, Ricardo C.; Estevinho, Leticia M.. Palladium-catalyzed borylation and Suzuki coupling (BSC) in a one-pot procedure was successfully applied to the synthesis of several β-substituted dehydrophenylalanines in the benzo[b]thiophene series, with the stereochemistry of the starting materials being maintained. Bromobenzo[b]thiophenes bearing an ortho EDG (OMe or Me) were used as the components to be borylated with pinacolborane, whilst pure stereoisomers of β-bromodehydrophenylalanines were used as the other Suzuki coupling components. Treatment of the obtained methyl ester of (Z)-N-(tert-butoxycarbonyl)-β- (2,3,5-trimethylbenzo[b]thien-6-yl)dehydrophenylalanine with Pd(OAc)2 and Cu(OAc)2 in DMF at 160 °C gave two in dole derivatives (1:3), the major product resulting from isomerization and... Tipo: Article Palavras-chave: Dehydrophenylalanines; Benzothiophenes; Borylation; Suzuki coupling; Cyclization; Indoles; Fluorescence; Antimicrobial activity. Ano: 2005 URL: http://hdl.handle.net/10198/823 Tandem palladium-catalyzed borylation and suzuki coupling (BSC) to thienocarbazole precursors IPB - Escola Superior Agrária Ferreira, Isabel C.F.R.; Queiroz, Maria João R.P.; Kirsch, Gilbert. Substituted 2-methyl-2'-nitro diaryl compounds in the benzo[b]thiophene series were prepared by palladium-catalyzed, two-step, one-pot borylation/Suzuki coupling (BSC) reaction in good to high yields. The borylation reaction was performed on methylated 6-bromobenzo[b]thiophenes using pinacolborane and was followed by in situ Suzuki coupling with substituted (CF3, OMe) 2-bromonitrobenzenes. The compounds obtained were cyclized to the corresponding ring A substituted thienocarbazoles which can have biological activity or/and be used as biomarkers due to their fluorescence properties and possible DNA intercalation. Tipo: Article Palavras-chave: Palladium; Borylation; Suzuki coupling; 2-methyl-2'-nitro biaryls; Benzo[b]thiophenes. Ano: 2003 URL: http://hdl.handle.net/10198/819 Registros recuperados: 2 Primeira ... 1 ... Última

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