Grignard reagent-promoted 6-endo-dig cyclization: instantaneous synthesis of original dipyrido[1,2-a:3′,4′-d]imidazole |
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Authors: | Romain OudotPhilippe Costes,Hassan AllouchiMé lanie Pouvreau,Mohamed AbarbriAlain Gueiffier,Cé cile Enguehard-Gueiffier |
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Affiliation: | PCMB EA4244, Université François Rabelais, 31 avenue Monge, 37200 Tours, France |
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Abstract: | Dipyrido[1,2-a:3′,4′-d]imidazole derivatives can be readily synthetized from various 3-alkyne-2-cyanoimidazo[1,2-a]pyridines via an efficient Grignard reagent-promoted 6-endo-dig cyclization of nitrile to alkynes. A previous optimization of the Sonogashira coupling reaction at C(3) of the 2-cyanoimidazo[1,2-a]pyridine was necessary as this coupling reaction is known to be largely influenced by the nature of the 2-substituent. |
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Keywords: | Imidazo[1,2-a]pyridine Dipyrido[1,2-a:3&prime ,4&prime -d]imidazole Grignard reagent 6-endo-Dig cyclization Sonogashira coupling reaction |
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