Highly Effective Copper-Catalyzed Alkynylation Reactions

This thesis contains four parts, which mainly described the alkynylation reactionscatalyzed by palladium-free system.The first part is about the effective Cu（acac）₂·H₂O-catalyzed Sonogashira reactionwere carried out to provide the corresponding coupling products in satisfactory to goodyields by using wihe a wide range of substrate. Our methodologies are not only suitablefor the efficient alkynylations of aryl iodides and bromides, but also could be appliedfor the formations of C-S and C-N.The second part is about highly effective Fe/Cu co-catalyzed alkynylation reactionfor the decarboxylative coupling between various aryl halides with alkynoic acids. It isnoteworthy that our protocol is palladium-free and ligand-free.The third part is about copper-catalyzed decarboxylative coupling of aryl halideswith alkynyl carboxylic acids performed in water. The catalytic system is very mild,low-cost, environment-friendly, and with high yield. The proposed working mechanismwas also studied.The fourth part is about the the copper-catalyzed Sonogashira reaction in water. Weperformed the reaction in water with coper-based catalytic system. The yields of thedesired products are good to excellent. In addition, the catalyst loading is very low andthe catalyst could be efficiently recycled for many times.