Epibatidine analogues Domino-Heck reaction

Abstract New epibatidine analogues were synthesized by palladium catalyzed reductive Heck and Domino-Heck reactions and regioselective results were obtained. [Pg.337]

Keywords Epibatidine analogues, Epipedobates tricolor, Domino Heck reaction, frog, synthesis... [Pg.337]

We continued our work with the reductive Heck and Domino-Heck reactions [1, 7J of new bicyclic compound (3) by treating it with different aryl- and hetaryl-iodides, as a result a series of new epibatidine analogues were synthesized, continuously separated and purificated by column chromatography on silica gel. Treatment of 3 with iodobenzene, 2-iodothiophene, 1-iodonapthalene and 2-chloro-5-iodopy-ridine under reductive Heck conditions gave new compounds 4a-d and 5b, 5d as exo-regioisomers after chromatographic separations. The reactions with iodobenzene and 1-iodonapthalene gave only 5-exo- products. The use of trimethylsily-lacetylene under Domino-Heck conditions provided alkynic bicyclic systems 6e andf. [Pg.339]

Synthesis of Different Epibatidine Analogues with Domino- and Reductive Heck Reactions... [Pg.337]

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