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

被引：23

作者：

Ferreira, ICFR

Queiroz, MJRP ^{[1
]}

Kirsch, G

机构：

[1] Univ Minho, Dept Quim, P-4710057 Braga, Portugal

[2] Univ Metz, Fac Sci, Lab Ing Mol & Biochim Pharmacol, Ile Sauley, F-57045 Metz, France

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 23期

关键词：

palladium; borylation; Suzuki coupling; 2-methyl-2 '-nitro biaryls; benzo[b]thiophenes;

D O I：

10.1016/S0040-4039(03)00952-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Substituted 2-methyl-2'-nitro diaryl compounds in the benzo[h]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. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：4327 / 4329

页数：3

共 7 条

[1] Palladium-catalyzed borylation of ortho-substituted phenyl halides and application to the one-pot synthesis of 2,2′-disubstituted biphenyls [J].