Transition Metal-catalyzed Reductive Cross-coupling Reactions Of Pyrimidin-2-yl Tosylates With Hydrocabon Bromide

As always,transition metal-catalyzed cross-coupling reactions are focus of organic chemistry researchers.Traditional metal-catalyzed cross-coupling reactions often involved organometallic reagents which were prepared beforehand through cumbersome steps.Some organometallic reagents are costly and difficult to preserving.For this reason,recently,many organic chemistry researchers have payed attention to direct coupling of two readily accessible electrophiles.These methods need not pre-prepared organometallicreagents.Reaction conditions are moderate,more convenience and cheaper than traditional processes.3,4-Dihydropyrimidineone(DHPMs)is a special heterocyclic structure which has a wide range of pharmacological products.Pyrimidine-2-yl tosylates which prepared by sulfonylation of DHPMs are good electrophile.This thesis has studied Nickel catalyzed reductive cross-coupling of pyrimidine-2-yl tosylates with aryl halides or benzyl halides.Meanwhile,a series of pyrimidine C2 functional products have been synthesized.The main contents of our research and results are as follows.1.NiCl2/o-phenanthroline catalyzed,THF as the solvent,under the 80℃,cross-coupling of pyrimidine-2-yl tosylates with aryl halides.Prepared a series of pyrimidine C2 arylation products.2.NiCl2/o-phenanthroline catalyzed,DMA as the solvent,cross-coupling of pyrimidine-2-yl tosylates with benzyl bromides.A series of pyrimidine C2 benzyl products have been prepared under the room temperature.The methodsare simple and easy to operate.All the target products were confirmed by HRMS,1H NMR and13C NMR spectroscopic analysis.