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Directly Fused Highly Substituted Naphthalenes Via Palladium-Catalyzed Dual C-H Activation

Posted on:2013-01-17Degree:MasterType:Thesis
Country:ChinaCandidate:H ZhangFull Text:PDF
GTID:2231330371476455Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
In this thesis, directly fusing highly substituted naphthalenes via Pd-catalyzed dehydrogenative annulation of N, N-dimethylaminomethyl ferrocene under external oxidant free condition was studied. The results obtained are as follows:1. We have developed a novel protocol to build successfully ferrocene functionalized naphthalenes via Pd-catalyzed direct dehydrogenative annulations of N, N-dimethylaminomethyl ferrocene and internal alkynes. The key point of such a catalytic process is to search a suitable acid-base condition. N, N-dimethyl aminomethyl ferrocenium was generated in situ and served as a terminal oxidant. This procedure utilized the redox activity of ferrocene and avoided adding external oxidant, which made this approach "greener" and easier to handle. Besides, high yields, moderate conditions,environmentally friendly and wide universality were outstanding features of this reaction.2. The relative reaction mechanism was proposed from the controlled experimental result and literature.
Keywords/Search Tags:Pd catalyzed double C-H activation, dehydrogenative annulations, ferrocene, highly aryl substituted naphthalenes
PDF Full Text Request
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