A PALLADIUM CATALYZED CROSS-COUPLING BETWEEN FURYLBORATES (GENERATED INSITU) AND ORGANOHALIDES

被引：33

作者：

CRISTOFOLI, WA ^{[1
]}

KEAY, BA ^{[1
]}

机构：

[1] UNIV CALGARY,DEPT CHEM,CALGARY T2N 1N4,ALBERTA,CANADA

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 42期

关键词：

PALLADIUM; CROSS-COUPLING; DIMETHYL FURYLBORATES;

D O I：

10.1016/S0040-4039(00)79416-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

4-Lithio-2-(t-butyldimethylsilyl)-3-(lithioxymethyl)furan, when treated with 2 equivalents of trimethyl borate, smoothly underwent palladium catalyzed cross-coupling reactions with a variety of organohalides to provide 2,3,4-trisubstituted furans in good to excellent yields.

引用

页码：5881 / 5884

页数：4

共 35 条

[1]

ARCADI A, 1990, SYNLETT, P47

[2]

BONTRONT JLJ, 1991, IN PRESS CAN J CHEM

[3] THE 1, 4 O-]C SILYL MIGRATIONS OF VARIOUS 3-[(TRIALKYLSILYL)-OXYMETHYL]-FURANS AND 3-[(TRIALKYLSILYL)-OXYMETHYL]-THIOPHENES [J].

BURES, EJ ;

KEAY, BA .

TETRAHEDRON LETTERS, 1987, 28 (48) :5965-5968

[4] THE REGIOSPECIFIC FORMATION AND REACTIONS OF 4-LITHIO-2-(TERT-BUTYL-DIMETHYLSILYL)-3-(HYDROXYMETHYL)FURAN - AN APPROACH TO 3,4-DISUBSTITUTED FURANS [J].

BURES, EJ ;

KEAY, BA .

TETRAHEDRON LETTERS, 1988, 29 (11) :1247-1250

[5] SYNTHETIC CONNECTIONS TO THE AROMATIC DIRECTED METALATION REACTION - ITERATIVE ORTHO METALATION-CROSS COUPLING TACTICS FOR THE CONSTRUCTION OF POLYPHENYLS [J].

CHENG, W ;

SNIECKUS, V .

TETRAHEDRON LETTERS, 1987, 28 (43) :5097-5098

[6]

COLLINGT.EW, 1971, J ORG CHEM, V36, P3044

[7] A NEW STEREOSPECIFIC SYNTHESIS OF TRISUBSTITUTED OLEFINS . STEREOSPECIFIC SYNTHESIS OF FARNESOL [J].

COREY, EJ ;

KATZENEL.JA ;

POSNER, GH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (16) :4245-&

[8] SYNTHESIS OF LACTONES BY THE PALLADIUM-CATALYZED CARBONYLATION OF HALO ALCOHOLS [J].

COWELL, A ;

STILLE, JK .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (12) :4193-4198

[9] SYNTHESIS OF 3-SUBSTITUTED FURANS BY DIRECTED LITHIATION AND PALLADIUM CATALYZED COUPLING [J].

ENNIS, DS ;

GILCHRIST, TL .

TETRAHEDRON, 1990, 46 (07) :2623-2632

[10]

FARINA V, 1991, SYNLETT, P157

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