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(AZA)INDOLIZINES AND ETHYL PROPIOLATE: [8+2] AND [1,10] CYCLIZATIONS

Eugene V. Babaev, Ivan A. Shadrin, Victor B. Rybakov
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Abstract


(Aza)indolizines reacted with ethyl propiolate regioselectively forming (aza)[2.2.3]cyclazines. The Sonogashira reaction of 5-iodo(aza)indolizines and acetylenes led to 5-ethynyl(aza)indolizines. In the case of indolizine derivative the by-product was ethynylcyclazine. The structures of [2.2.3]cyclazines were proved by X-ray structural analysis.

Keywords


[8+2] cycloaddition; indolizine; imidazo[1,2-a]pyridine; Sonogashira reaction

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