Coupling Reactions Of Alkynes Catalyzed By Iron

Iron-catalyzed reactions has drawn much attention in organic chemistry , because Iron compounds are usually low price ,easy to synthesize and environmentally friendly, compared to other metals, such as gold, silver, palladium. Recently, excellent work of Fe-catalyzed C-N, C-O,C-S,C-C cross-coupling reactions have been reported. In this thesis, the Iron-catalyzed C-C bond formation reactions were described. There are two parts in this thesis, one is the iron-catalyzed cross-coupling reactions of terminal alkynes with vinyl iodides, and the other is the iron-catalyzed trimerization of ketoalkynes.In part one, a convenient Fe-catalyzed cross-coupling reaction of terminal alkynes with vinyl iodides is developed , the reaction was applicable to various acetylenes and vinyl iodides. The present reaction provides an efficient, environmentally friendly protocol to conjugated enyne derivatives in good to excellent yields under mild conditions. Twelve desired products were synthesized with the yield from 25% to 90%. All new compounds were characterized by ¹H NMR, ¹³C NMR and HRMS spectroscopy.In part two, we have studied the reaction of the iron-catalyzed formation of benzene derivatives from the trimerization of aromatic acetylenic ketones. Functionalized benzene derivatives can be synthesized from simple substrates in the presence of iron catalyst. Five desired products were synthesized with the yield from 48% to 70%, These compounds were characterized by ¹H NMR, ¹³C NMR spectra, One of which was confirmed by single X-ray diffraction.