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
收藏
页码：2537 / 2542
页数：6
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