Synthesis of unsymmetric diynes by palladium and cesium fluoride catalyzed coupling of terminal bromoalkynes with alkynylstannane

被引：14

作者：

Abele, E ^{[1
]}

Rubina, K ^{[1
]}

Fleisher, M ^{[1
]}

Popelis, J ^{[1
]}

Arsenyan, P ^{[1
]}

Lukevics, E ^{[1
]}

机构：

[1] Latvian Inst Organ Synth, Riga, Latvia

来源：

APPLIED ORGANOMETALLIC CHEMISTRY | 2002年 / 16卷 / 03期

关键词：

Stille coupling; 1-bromoalkynes; alkynylstannane; alkynylsilane; unsymmetric diynes; Pd catalysis; fluoride ion catalysis; phase transfer catalysis;

D O I：

10.1002/aoc.270

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

The Stille reaction of unsymmetric diynes from terminal bromoalkynes with alkynylstannane in the presence of palladium catalyst and cesium fluoride was studied. The system (bromoalkyne: PhCdropCSnMe(3):Pd-2(dba)(3):PPh3:CsF:18-crown-6)=(1:1:0.015:0.06:2.2:0.1) in toluene at reflux temperature was found to be the most favored. Products were obtained in 31-100% yields. Correlations between calculated electron density, dipole moments and C-13 NMR spectral data of synthesized bromoacetylenes and diynes have been carried out. Copyright (C) 2002 John Wiley Sons, Ltd.

引用

页码：141 / 147

页数：7

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