Researches On Pd Catalyzed Cyclization Of (Z)-vinyl Iodide

This thesis mainly focused on the palladium-catalyzed cyclizations of (Z)-vinyl iodide derivatives and has successfully developed two novel reaction protocols:1) Pd(0) catalyzed domino Heck-aza-Michael reaction between (Z)-N-(3-iodoallyl)-tosylamide and acrylic ester.2) Pd(0)-catalyzed cyclization reaction of (Z)-vinyl iodide bearing allenamide.We have developed a Pd(0) catalyzed domino Heck-aza-Michael reaction between (Z)-N-(3-iodoallyl)-tos-ylamide and acrylic ester, which provides a facile access to an important class of substituted3-pyrroline.In the Pd(0) catalyzed cyclization reaction of (Z)-vinyl iodide bearing allenamide, the key step might be the formation of p-allylic Pd(II) intermediate via the insertion of vinyl-Pd(Ⅱ) into allenoamide, which can be trapped by alcohol in the presence of base. As a result, the cyclic N,O-acetal structure can be formed in the fashion of high regionoselectivity. The asymmetric catalytic version has also been realized with the use of chiral phosphine ligands, leading to N,O-acetal with up to81%enantioselectivity.