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Study On The Construction Of New Spiral Rings By De - Aromatization Reaction By Pd (Ⅱ) Catalytic Activation Of C - H Bond

Posted on:2016-10-22Degree:MasterType:Thesis
Country:ChinaCandidate:S L GuFull Text:PDF
GTID:2271330461479752Subject:Education
Abstract/Summary:PDF Full Text Request
This thesis is concerned with the studies on the reaction of 2-naphthols with alkynes in the presence of a Pd II catalyst and an oxidant. This process relies on C-H functionalization and naphthyl ring dearomatization at the 1-position of 2-naphthols to provide a variety of spirocyclic compounds, a more economical reaction featuring the dual activation concept has been developed. It consists of the following three parts:Chapter I:This chapter summarizes the development of catalytic asymmetric dearomatization reactions. The catalytic asymmetric dearomatization reactions discussed herein include the following five parts:(1)oxidative dearomatization reactions; (2) nucleophilic dearomatization reactions of pyridinium derivatives; (3) transition-metal catalyzed dearomatizationreactions; (4) dearomatization by Diels-Alder and related reactions; (5) reduction dearomatization reactions.Chapter Ⅱ:This chapter summarizes the development of transition-metal-catalysis C-H activation to form C-C bond or heterocyclic. Herein include the following three parts:(1) Pd-catalyzed C-H functionalization; (2) Rh-catalyzed C-H functionalization; (3) Ru-catalyzed C-H functionalizationChapter Ⅲ:While these two distinct approaches have already gained significant progress, respectively, their scope and utility would be considerably enhanced if they could be merged in a single synthetic operation, thus allowing the simultaneous activation of C-H bond and aromatic scaffold in the phenolic structures. As a novel, efficient, atom economic and environmental benign method for the synthesis methods, the reaction mechanism has also been studied.
Keywords/Search Tags:catalytic asymmetric, dearomatization, c-H functionalization, 2-naphthols, alkynes
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