Domino 6-Endo-dig Cyclization/Halogenation Reactions: Three-Component Synthesis of 1,3-Disubstituted 4-Haloimidazo[1,2-a:4,5-C′]dipyridines
Synthesis(2015)
摘要
A regiocontrolled 6-endo-dig cyclization of 3-ethynylimidazo[1,2-a]pyridine-2-carbonitriles promoted by Grignard reagent in the presence of iodine has been developed. We optimized the reaction conditions to allow the straightforward synthesis of 1,3-disubstituted 4-iodoimidazo[1,2-a:4,5-c]dipyridines. Finally, the reactivity of the 4-iodo position toward various metal-catalyzed coupling reactions (Suzuki-Miyaura, Sonogashira, etc.) or cyanation was successfully evaluated.
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关键词
heterocycles,polycycles,cyclizations,Suzuki-Miyaura reactions,Sonogashira reactions,cyanations
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