C(sp~3)-H Functionalization Of Aryl Vinylarenes With Chain Ethers

Compared with traditional organic synthesis methods,C-H bond functionalization generally has advantages such as high atom utilization,step efficiency and environmental benignness.As is well known,unsaturated alkenes are of significant staple products of petroleum and petrochemical industries,and are also indispensable material foundation and sources in the nation economy.Therefore,realizing the high-value transformation of simple alkenes is important for the development of academic research and chemical industry.Styrenes,a typical molecular in unsaturated alkenes,attract high attention because the difunctionalization of them could construct complex moleculars efficiently.This thesis mainly described novel methodology of C(sp~3)-H functionalization of chain ethers to realize the high-value transformation of styrene in one pot.In this reaction,catalyst copper(?)acetate,peroxide tert-butyl hydroperoxide(TBHP),1,8-diazabicyclo[5.4.1]undec-7-ene(DBU)could efficiently promoted the unactivated C(sp~3)-H bond functionalization of chain ethers,leading to moderate to good yields of difunctionalization products of styrenes.This method possessed features of broad substrate scope,cheap and simple operations.And in the mechanism studies,TEMPO,BHT,DFT and bond inductive index calculations were employed,supporting the free radical process and providing evidences of the proposed mechanism.In the foundation of the research results,special ~1H NMR phenomenon were noted and proper explanations were put forward.