Tandem palladium-catalyzed borylation and suzuki coupling (BSC) to thienocarbaz...

• Author(s): Ferreira, Isabel C.F.R. ; Queiroz, Maria João R.P. ; Kirsch, Gilbert
• Date: 2003
• Persistent ID: http://hdl.handle.net/10198/819
• Origin: Biblioteca Digital do IPB
• Subject(s): Palladium; Borylation; Suzuki coupling; 2-methyl-2'-nitro biaryls; Benzo[b]thiophenes
• Document Type: Article
• Language: English

Description

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.