Synthesis of Functionalized p-Terphenyls Based on Site-Selective Suzuki Cross-Coupling Reactions of Bis(triflates) of 2,5-Dihydroxybenzoate

被引：30

作者：

Nawaz, Muhammad ^{[1
]}

Ibad, Muhammad Farooq ^{[1
]}

Abid, Obaid-Ur-Rahman ^{[1
]}

Khera, Rasheed Ahmad ^{[1
]}

Villinger, Alexander ^{[1
]}

Langer, Peter ^{[1
,2
]}

机构：

[1] Univ Rostock, Inst Chem, D-18059 Rostock, Germany

[2] Univ Rostock eV, Leibniz Inst Katalyse, D-18059 Rostock, Germany

来源：

SYNLETT | 2010年 / 01期

关键词：

terphenyls; cross-coupling; palladium; site-selectivity; Suzuki reaction; DERIVATIVES;

D O I：

10.1055/s-0029-1218522

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The palladium(0)-catalyzed Suzuki cross-coupling reaction of the bis(triflates) of methyl 2,5-dihydroxybenzoate afforded p-terphenyls. The reactions proceeded with very good site selectivity. The first attack occurred at carbon atom C-5.

引用

页码：150 / 152

页数：3

共 25 条

[1] LATERALLY CONNECTED TRIMESOGENS [J].

ANDERSCH, J ;

DIELE, S ;

GORING, P ;

SCHROTER, JA ;

TSCHIERSKE, C .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (01) :107-108

[2] Amphiphilic phenyl-ethynylene polymers and copolymers. Synthesis, characterization, and optical emission properties [J].

Arias-Marin, E ;

Le Moigne, J ;

Maillou, T ;

Guillon, D ;

Moggio, I ;

Geffroy, B .

MACROMOLECULES, 2003, 36 (10) :3570-3579

[3] Highly regioselective palladium-catalyzed condensation of terminal acetylenes with 2,5-diiodobenzoic acid [J].

Balavoine, F ;

Madec, D ;

Mioskowski, C .

TETRAHEDRON LETTERS, 1999, 40 (48) :8351-8354

[4] New p-terphenyl and polyketide metabolites from the sclerotia of Penicillium raistrickii [J].

Belofsky, GN ;

Gloer, KB ;

Gloer, JB ;

Wicklow, DT ;

Dowd, PF .

JOURNAL OF NATURAL PRODUCTS, 1998, 61 (09) :1115-1119

[5]

Collins SK, 2000, ANGEW CHEM INT EDIT, V39, P385, DOI 10.1002/(SICI)1521-3773(20000117)39:2<385::AID-ANIE385>3.0.CO

[6]

2-I

[7]

Dang T.T., 2009, Adv. Synth. Catal, V351, P1595

[8]

Dang TT., 2008, ADV SYNTH CATAL, V350, P2109

[9] Regioselective Suzuki cross-coupling reactions of 2,3,4,5-tetrabromo-1-methylpyrrole [J].

Dang, Tung T. ;

Ahmad, Rasheed ;

Dang, Tuan T. ;

Reinke, Helmut ;

Langer, Peter .

TETRAHEDRON LETTERS, 2008, 49 (10) :1698-1700

[10]

Hu L, 2001, HELV CHIM ACTA, V84, P3342, DOI 10.1002/1522-2675(20011114)84:11<3342::AID-HLCA3342>3.0.CO

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