Studies On Iodine-Mediated Addition Reactions Of Ferrocenyl Allene And Hydrazones

As an important intermediates in organic synthesis, allenes have received more and more attention from the chemist in recent years. They have fantastic and unique reactive properties because of their unique structural and ability to bearing the substituents in different position of terminal allene. Among these, the electrophilic additions of allenes are synthetically attractive, because two functionalities are constructed in one step. However, due to the presence of two C=C bonds, control of the regioselectivity as well as steroselectivity with the reaction is still challenging. We have confirmed that highly regio- and stereoselective electrophilic addition can be achieved simply through installation of a bulky ferrocene group onto the allene moiety, where the ferrocene group can act as a stereochemistry-determining functionality.This thesis mainly studied on the iodine-mediated electrophilic addition of ferrocenylallene with hydrazones. Through the optium of reaction conditions, we synthesized a series of contained ferrocenyl β-iodine ally hydrazone derivatives with excellent selectivities. They have excellent substrates scope. The results are satisfactory for us with various hydrazones. Additionally, C-I bond in products can further undergo cross-coupling reaction via transition metal catalyst such as Pd, which can synthesize series ferrocene compounds effectively and conveniently.