Font Size: a A A

Studies On Regioselective Diphenylmethylation Of Aniline Derivatives And Olefination Of Benzylamine Derivatives Via The Regulation Of Directing Groups

Posted on:2021-05-23Degree:MasterType:Thesis
Country:ChinaCandidate:D HanFull Text:PDF
GTID:2381330605974620Subject:Chemistry
Abstract/Summary:
Transition metal catalyzed C-H functionalization reactions are widely used to construct the C-O,C-X,C-N,C-S or C-C bond.However,the highly regioselectivity of the functionalization of a specific C-H bond in the molecule is the hot and difficult subject in organic synthetic chemistry.The introduction of directing groups to achieve highly regioselective C-H bond functionalization is an effective and practical strategy.In this paper,using the protecting and directing group,starting from common amine compounds,transition metal catalyzed C-H functionalization was developed at the ortho-or para-selective.It is mainly divided into the following three parts:In the first part,a briefly introduction of the transition metal catalyzed C-H functionalization of amine compounds,and the ortho-or para-selective functionalization of arenes in recent years has been reviewed.In the second part,a strategy of highly para-selective diarylmethylation reaction of aniline has been developed.Using isobutoxycarbonyl with steric hindrance as a protecting and directing group,starting from aniline and diphenylmethane,a simple and efficient synthesis of a useful triphenylmethane skeleton was achieved,which provided a new idea for the construction of C-C bond of aniline compounds.In the third part,the palladium-catalyzed,benzyloxycarbonyl-protecting,ortho-selective alkenylation of benzylamine substrates has been described.The method has broad substrate scope and a series of mono-substituted alkenylation products can be smoothly obtained under standard conditions,which provides an alternative way for benzylamine C(sp2)-H functionalization reaction.
Keywords/Search Tags:C-H activation, transition metal catalyzed, benzylamine, triphenylmethane, alkenylation
Related items