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

[1] Aryl-aryl bond formation by transition-metal-catalyzed direct arylation [J].

Alberico, Dino ;

Scott, Mark E. ;

Lautens, Mark .

CHEMICAL REVIEWS, 2007, 107 (01) :174-238

[2] Pd-mediated C-H arylation of EDOT and synthesis of push-pull systems incorporating EDOT [J].

Amaladass, P. ;

Clement, J. Arul ;

Mohanakrishnan, Arasambattu K. .

TETRAHEDRON, 2007, 63 (41) :10363-10371

[3]

[Anonymous], PALLADIUM HETEROCYCL

[4] Synthesis of thiophene derivatives via palladium-catalyzed coupling reactions [J].

Arai, Nobumichi ;

Miyaoku, Takayuki ;

Teruya, Shota ;

Mori, Atsunori .

TETRAHEDRON LETTERS, 2008, 49 (06) :1000-1003

[5] Oligothiophene lsothiocyanates as a new class of fluorescent markers for biopolymers [J].

Barbarella, G ;

Zambianchi, M ;

Pudova, O ;

Paladini, V ;

Ventola, A ;

Cipriani, F ;

Gigli, G ;

Cingolani, R ;

Citro, G .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (47) :11600-11607

[6] Selective synthesis of (E)-triethyl(2-arylethenyl)silane derivatives by reaction of aryl bromides with triethyl vinylsilane catalysed by a palladium-tetraphosphine complex [J].

Battace, A ;

Zair, T ;

Doucet, H ;

Santelli, M .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2005, 690 (16) :3790-3802

[7] Direct arylation of Thiophenes via palladium-catalysed C-H functionalisation at low catalyst loadings [J].

Battace, Ahmed ;

Lemhadri, Mhamed ;

Zair, Touriya ;

Doucet, Henri ;

Santelli, Maurice .

ADVANCED SYNTHESIS & CATALYSIS, 2007, 349 (16) :2507-2516

[8] Solid-state conversion of processable 3,4-ethylenedioxythioplhene (EDOT) containing poly(arylsilane) precursors to π-conjugated conducting polymers [J].

Bokria, Jayesh G. ;

Kumar, Arvind ;

Seshadri, Venkataramanan ;

Tran, Arlene ;

Sotzing, Gregory A. .

ADVANCED MATERIALS, 2008, 20 (06) :1175-+

[9] Direct C-H arylation of 3-methoxythiophene catalyzed by Pd.: Application to a more efficient synthesis of π-alkoxy-oligothiophene derivatives [J].

Borghese, A. ;

Geldhof, G. ;

Antoine, L. .

TETRAHEDRON LETTERS, 2006, 47 (52) :9249-9252

[10] SELECTIVE SYNTHETIC ROUTES TO ELECTROCONDUCTIVE ORGANOSILICON POLYMERS CONTAINING THIOPHENE UNITS [J].

CHICART, P ;

CORRIU, RJP ;

MOREAU, JJE ;

GARNIER, F ;

YASSAR, A .

CHEMISTRY OF MATERIALS, 1991, 3 (01) :8-10

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