Generation of substituted styrenes via Suzuki cross-coupling of aryl halides with 2,4,6-trivinylcyclotriboroxane

被引：104

作者：

Kerins, F ^{[1
]}

O'Shea, DF ^{[1
]}

机构：

[1] Natl Univ Ireland Univ Coll Dublin, Dept Chem, Conway Inst, Ctr Synth & Chem Biol, Dublin 4, Ireland

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 67卷 / 14期

关键词：

D O I：

10.1021/jo020074o

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of functionalized styrene derivatives can be readily achieved utilizing a Suzuki cross-coupling protocol between aryl halides and 2,4,6-trivinylcyclotriboroxane-pyridine complex. The scope and limitations of the procedure were demonstrated by investigation of an array of ortho-substituted aryl halides.

引用

页码：4968 / 4971

页数：4

共 27 条

[1] π-Bonding in B-O ring species:: Lewis acidity of Me3B3O3, synthesis of amine Me3B3O3 adducts, and the crystal and molecular structure of Me3B3O•3NH2iBu•MeB(OH)2 [J].

Beckett, MA ;

Brassington, DS ;

Owen, P ;

Hursthouse, MB ;

Light, ME ;

Malik, KMA ;

Varma, KS .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1999, 585 (01) :7-11

[2] Palladium/P,O-ligand-catalyzed Suzuki cross-coupling reactions of arylboronic acids and aryl chlorides. Isolation and structural characterization of (P,O)-Pd(dba) complex [J].

Bei, XH ;

Turner, HW ;

Weinberg, WH ;

Guram, AS ;

Petersen, JL .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (18) :6797-6803

[3]

Brase S, 1998, EUR J ORG CHEM, V1998, P671, DOI 10.1002/(SICI)1099-0690(199804)1998:4<671::AID-EJOC671>3.0.CO

[4]

2-R

[5] Palladium catalyzed cross-coupling reaction of Grignard reagents with halobenzoic acids, halophenols and haloanilines [J].

Bumagin, NA ;

Luzikova, EV .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1997, 532 (1-2) :271-273

[6] Cross-coupling of vinylpolysiloxanes with aryl iodides [J].

Denmark, SE ;

Wang, ZG .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2001, 624 (1-2) :372-375

[7]

Denmark SE, 2000, SYNTHESIS-STUTTGART, P999

[8] PALLADIUM-CATALYZED REACTIONS IN THE SYNTHESIS OF 3-SUBSTITUTED AND 4-SUBSTITUTED INDOLES - APPROACHES TO ERGOT ALKALOIDS [J].

HARRINGTON, PJ ;

HEGEDUS, LS .

JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (15) :2657-2662

[9] A FACILE AND ALTERNATIVE SYNTHESIS OF QUINOLINE NUCLEUS USING THERMAL CYCLIZATION OF 2-AZAHEXATRIENE SYSTEM GENERATED FROM 2-ALKENYL ACYLANILINE WITH POCL3 [J].

HIBINO, S ;

SUGINO, E .

HETEROCYCLES, 1987, 26 (07) :1883-1889

[10] HECK VERSUS SUZUKI PALLADIUM-CATALYZED CROSS-COUPLING OF A VINYLBORONATE ESTER WITH ARYL HALIDES [J].

HUNT, AR ;

STEWART, SK ;

WHITING, A .

TETRAHEDRON LETTERS, 1993, 34 (22) :3599-3602

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