Palladium-catalysed direct arylation of thiophenes tolerant to silyl groups

被引：81

作者：

Chen, Lu ^{[1
]}

Roger, Julien ^{[1
]}

Bruneau, Christian ^{[1
]}

Dixneuf, Pierre H. ^{[1
]}

Doucet, Henri ^{[1
]}

机构：

[1] Univ Rennes Catalyse & Organomet, CNRS, UMR 6226, Inst Sci Chim Rennes, F-35042 Rennes, France

来源：

CHEMICAL COMMUNICATIONS | 2011年 / 47卷 / 06期

关键词：

C-H ARYLATION; ORGANOSILICON POLYMERS; COUPLING REACTIONS; ARYL HALIDES; DERIVATIVES; PD; FUNCTIONALIZATION; ACTIVATION; CARBONATES; FURAN;

D O I：

10.1039/c0cc04302h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The palladium catalysed 5-arylation of 2-(trimethylsilyl)thiophene with aryl bromides via C-H bond functionalisation allows the synthesis of arylated silylthiophenes in only one step.

引用

页码：1872 / 1874

页数：3

共 56 条

[11] Palladium-catalysed direct C-H activation/arylation of heteroaromatics: An environmentally attractive access to Bi- or polydentate ligands [J].

Derridj, Fazia ;

Gottumukkala, Aditya L. ;

Djebbar, Safia ;

Doucet, Henri .

EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2008, (16) :2550-2559

[12] ESR CHARACTERIZATION OF OLIGOMERIC THIOPHENE MATERIALS [J].

DIERS, JR ;

DEARMOND, MK ;

GUAY, J ;

DIAZ, A ;

WU, RL ;

SCHUMM, JS ;

TOUR, JM .

CHEMISTRY OF MATERIALS, 1994, 6 (03) :327-332

[13] Carbonates: eco-friendly solvents for palladium-catalysed direct arylation of heteroaromatics [J].

Dong, Jia Jia ;

Roger, Julien ;

Verrier, Cecile ;

Martin, Thibaut ;

Le Goff, Ronan ;

Hoarau, Christophe ;

Doucet, Henri .

GREEN CHEMISTRY, 2010, 12 (11) :2053-2063

[14] Palladium-catalysed direct 3- or 4-arylation of thiophene derivatives using aryl bromides [J].

Dong, Jia Jia ;

Roger, Julien ;

Doucet, Henri .

TETRAHEDRON LETTERS, 2009, 50 (23) :2778-2781

[15] Hexa-peri-hexabenzocoronenes by efficient oxidative cyclodehydrogenation:: The role of the oligophenylene precursors [J].

Feng, XL ;

Wu, JS ;

Enkelmann, V ;

Mullen, K .

ORGANIC LETTERS, 2006, 8 (06) :1145-1148

[16] Regioselective palladium-catalyzed arylation of 3-carboalkoxy furan and thiophene [J].

Glover, B ;

Harvey, KA ;

Liu, B ;

Sharp, MJ ;

Tymoschenko, MF .

ORGANIC LETTERS, 2003, 5 (03) :301-304

[17] Palladium-catalyzed coupling reactions towards the synthesis of well-defined thiophene-oligomers [J].

Hassan, J ;

Gozzi, C ;

Schulz, E ;

Lemaire, M .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2003, 687 (02) :280-283

[18] TBDPS and Br-TBDPS Protecting Groups as Efficient Aryl Group Donors in Pd-Catalyzed Arylation of Phenols and Anilines [J].

Huang, Chunhui ;

Gevorgyan, Vladimir .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (31) :10844-+

[19] Palladium-Catalyzed Cross-Coupling Reactions of Dithienosilole with Indium Reagents: Synthesis and Characterization of Dithienosilole Derivatives and Their Application to Organic Light-Emitting Diodes [J].

Jung, Hwasoon ;

Hwang, Hyonseok ;

Park, Ki-Min ;

Kim, Jinho ;

Kim, Dong-Ha ;

Kang, Youngjin .

ORGANOMETALLICS, 2010, 29 (12) :2715-2723

[20] SYNTHESIS OF (E)-(2-ARYLETHENYL)SILANES BY PALLADIUM-CATALYZED ARYLATION OF VINYLSILANES IN THE PRESENCE OF SILVER-NITRATE [J].

KARABELAS, K ;

HALLBERG, A .

JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (26) :5286-5290

← 1 2 3 4 5 6 →