New and efficient palladium(0)-mediated microwave-assisted direct C3 alkenylation of imidazo[1,2-a]pyridines

被引：54

作者：

Koubachi, Jamal ^{[1
,2
]}

El Kazzouli, Said ^{[1
,2
]}

Berteina-Raboin, Sabine ^{[1
]}

Mouaddib, Abderrahim ^{[2
]}

Guillaumet, Gerald ^{[1
]}

机构：

[1] Univ Orleans, CNRS, UMR 6005, Inst Chim Organ & Analyt, F-45067 Orleans 2, France

[2] Univ Soultan Moulay Sliman, Fac Sci & Tech Beni Mellal, Beni Mellal 23000, Morocco

来源：

SYNTHESIS-STUTTGART | 2008年 / 16期

关键词：

palladium-catalyzed coupling; alkenylation; imidazo[1,2-a]pyridines; microwave irradiation;

D O I：

10.1055/s-2008-1067181

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In this paper, we present the synthesis of 3-alkenylimidazo[1,2-a]pyridines in high to moderate yields by microwave direct palladium-catalyzed C-H alkenylation between bromoalkenes and imidazo[1,2-a]pyridines. The scope and limitation of the palladium(0)-catalyzed alkenylation method were investigated. Optimized conditions were successfully applied to a wide variety of imidazo[1,2-a]pyridine derivatives and bromoalkenes. The compatibility of the synthesis with the presence of a chloro substituent in the 6-position was investigated. The 6-chloroimidazo[1,2-a]pyridines were functionalized using Suzuki cross-coupling conditions to give polyfunctional compounds.

引用

页码：2537 / 2542

页数：6

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