Palladium Catalyzed Carbonylation Of Alkynes And Alkenes

This dissertation reported Palladium-catalyzed carbonylation of acetylenes or alkenes, and Palladium-Cataly -zed reprensented annulation of 2-alkynylphenol to synthesize 2-substituted bezo[b]furan and 2-substituted³-halobezo[b] -furan under some mild conditions. We expected to(A) use abundant resource of carbon monoxide and carbon dioxide to develop C-1 chemistry.(B) Discover new phenomena and new rules of the palladium-catalyzed carbonylation of acetylenes and alkenes.(C) find some new routes to synthesize bezo[b] furan, a kind of important natural product and recurring functional group.1. A general and selective palladium-catalyzed carbonylation of terminal alkynes method for the synthesis of (Z)-3-haloacrylates is presented. In the presence of a catalytic amount of PdX₂ and 5 equiv of CuX₂ (X = Cl and Br), terminal alkynes were carbonylated to afford the corresponding (Z)-3-haloacrylates exclusively in moderate to good yields. The results showed that the effect of solvent had a fundamental influence on the chemoselectivity and stereoselectivity of the...