Synthesis of conjugated enediynes via palladium catalyzed cross-coupling reactions of potassium alkynyltrifluoroborates

被引：39

作者：

Kabalka, GW ^{[1
]}

Dong, G ^{[1
]}

Venkataiah, B ^{[1
]}

机构：

[1] Univ Tennessee, Dept Chem & Radiol, Knoxville, TN 37996 USA

来源：

TETRAHEDRON LETTERS | 2005年 / 46卷 / 05期

基金：

美国国家卫生研究院;

关键词：

enediynes; trifluoroborate; cross-coupling; palladium catalyzed;

D O I：

10.1016/j.tetlet.2004.12.021

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient synthesis of cross-conjugated enediynes has been developed utilizing the palladium catayzed cross-coupling reactions of 1,1-dibromo-1-alkenes with potassium alkynyltrifluoroborates under mild conditions. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：763 / 765

页数：3

共 38 条

[1]

Blanchard C, 1996, SYNTHESIS-STUTTGART, P45

[2] A SIMPLE, GENERAL-SYNTHESIS OF 1-ALKYNYLDIISOPROPOXYBORANES [J].

BROWN, HC ;

BHAT, NG ;

SREBNIK, M .

TETRAHEDRON LETTERS, 1988, 29 (22) :2631-2634

[3] Functionalized macrocyclic ligands for use in supramolecular chemistry [J].

Campbell, K ;

McDonald, R ;

Tykwinski, RR .

JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (04) :1133-1140

[4] Functionalized macrocyclic ligands: Big building blocks for metal coordination [J].

Campbell, K ;

McDonald, R ;

Ferguson, MJ ;

Tykwinski, RR .

ORGANOMETALLICS, 2003, 22 (07) :1353-1355

[5] Suzuki-Miyaura coupling of alkynylboronic esters generated in situ from acetylenic derivatives [J].

Castanet, AS ;

Colobert, F ;

Schlama, T .

ORGANIC LETTERS, 2000, 2 (23) :3559-3561

[6]

Corey E.J., 1972, TETRAHEDRON LETT, V13, P3769, DOI DOI 10.1016/S0040-4039(01)94157-7

[7]

Darses S, 1999, EUR J ORG CHEM, V1999, P1875

[8] Elaboration of diaryl ketones into naphthalenes fused on two or four sides: A naphthoannulation procedure [J].

Donovan, PM ;

Scott, LT .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (10) :3108-3112

[9] PALLADIUM-CATALYZED ARYLATION OF POLAR ORGANOMETALLICS MEDIATED BY 9-METHOXY-9-BORABICYCLO[3.3.1]NONANE - SUZUKI REACTIONS OF EXTENDED SCOPE [J].

FURSTNER, A ;

SEIDEL, G .

TETRAHEDRON, 1995, 51 (41) :11165-11176

[10]

Gobbi L, 2001, HELV CHIM ACTA, V84, P743, DOI 10.1002/1522-2675(20010418)84:4<743::AID-HLCA743>3.0.CO

← 1 2 3 4 →