Palladium-catalyzed cross-coupling reaction of bis(pinacolato)diboron with vinyl triflates β-substituted by a carbonyl group:: efficient synthesis of β-boryl-α,β-unsaturated carbonyl compounds and their synthetic utility

被引：36

作者：

Ishiyama, T ^{[1
]}

Takagi, J ^{[1
]}

Kamon, A ^{[1
]}

Miyaura, N ^{[1
]}

机构：

[1] Hokkaido Univ, Grad Sch Engn, Div Mol Chem, Sapporo, Hokkaido 0608628, Japan

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2003年 / 687卷 / 02期

关键词：

bis(pinacolato)diboron; vinyl triflate; palladium catalyst; vinylboronate; cross-coupling;

D O I：

10.1016/S0022-328X(03)00611-9

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Cross-coupling reaction of bis(pinacolato)diboron with beta-(trifluoromethanes ulfonyloxy)-alpha, beta-unsaturated carbonyl compounds was carried out in the presence of PdCl2(PPh3)(2)-2PPh(3) (3 mol%) and KOPh in toluene or K2CO3 in dioxane for the synthesis of cyclic and acyclic beta-boryl-alpha,beta-unsaturated esters, amides, and ketones in high yields. The vinylboronates thus obtained readily participated in carbon-carbon bond formation such as cross-coupling with vinyl triflates and 1,4-addition to alpha,beta-unsaturated ketones. (C) 2003 Elsevier B.V. All rights reserved.

引用

页码：284 / 290

页数：7

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