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Study On Difluoroalkylation Of Olefins And Arylation Of Oxime Ethers

Posted on:2020-08-27Degree:DoctorType:Dissertation
Country:ChinaCandidate:J L HuFull Text:PDF
GTID:1361330578979928Subject:Biomass Chemistry and Engineering
Abstract/Summary:PDF Full Text Request
In this paper,cadmium sulfide quantum-dot-photocatalyzed cascade cyclization of functionalized difluoromethyl chlorides with unactivated olefins and the direct conversion of arylamines to oxime ethers:a metal-free arylatin process were introduced.The work of this paper is divided into the following two parts:Chapter one introduces a cadmium sulfide quantum-dot-photocatalyzed C(sp3)-Cl bond cleavage of ethyl chlorodifluoroacetate and cascade cyclization with unactivated olefins is described herein.This reaction provides a cost-efficient method for synthesizing a wide range of CF2-containing azaheterocycles in a facile manner from a variety of functionalized difluoromethyl chlorides.Furthermore,the results of a preliminary anti-proliferative activity study indicate that 3t displayed in vitro anti-proliferative activity superior to that of doxorubicin with IC50 values of 1.140 ?M on triple negative breast cancer(MDA-MB-231)and 2.129 ?M on lung(A549)carcinoma cells.The second part describes the direct conversion of arylamines to oxime ethers:a metal-free arylatin process.Oximes and Oxime ethers play an important role in the fields of medicinal chemistry and organic chemistry.The current research focuses on the alkylation of oxime ethers.The arylation reaction of oxime ether is achieved by using a very stable and inexpensive aromatic hydrocarbon as a raw material and ascorbic acid as a radical initiator in a metal-free catalytic room temperature.The reaction system has mild conditions and provide great potential for the wide application of this transformation in pharmaceutiacal chemistry and organic synthesis.
Keywords/Search Tags:cadmium sulfide quantum dots, difluoroalkylation, anti-proliferative activity, arylamines, oxime ethers, ascorbic acid
PDF Full Text Request
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