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Tandem palladium-catalyzed borylation and suzuki coupling (BSC) to thienocarbazole precursors

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Abstract(s)

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.

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Palladium Borylation Suzuki coupling 2-methyl-2'-nitro biaryls Benzo[b]thiophenes

Citation

Ferreira, Isabel C.F.R.; Queiroz, Maria João R.P.; Kirsch, Gilbert (2003). Tandem palladium-catalyzed borylation and suzuki coupling (BSC) to thienocarbazole precursors. Tetrahedron Letters. ISSN 0040-4039. 44:23 (2003) p. 4327-4329

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