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Carbene Analogs And Their Cycloaddition

Posted on:2012-10-07Degree:MasterType:Thesis
Country:ChinaCandidate:X N ChenFull Text:PDF
GTID:2131330338995403Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
Organic synthesis is the basis for synthesis of complex organic molecules, The p-urpose of this passage is to cast some light on new reaction types, new synthetic intermediates, and the classic reaction to inspire organic chemists to pay more attention t-o this hot field. In recent years, carbene cycloaddition reaction, insertion by nitrene, N-heterocyclic carbene catalysts, and transition metal catalysis C-C coupling reaction has been widely applied development.Carbene is methylene and its substituted derivatives in general. Carbene as a neut-ral active intermediates in organic synthesis has been used widely. Mainly used for g-rowing carbon chain, prepared a small ring hydrocarbons, extraction of polycyclic co-mpounds.Transition metal-catalyzed C-C coupling reactions with mild conditions, high yieldcharacteristics in the field of organic synthesis have been applied rapidly. Based on this, we studied the carbene and nitrene participate in the 1,3 - dipolar cycloaddition reaction. We synthesized cinchona alkaloids, thiazole thiourea, imidazole thiourea catalyst; Transition metal-catalysis of nitrobenzene with iosobenzene C-C cou-pling reactions, optimum of reaction conditions, synthesis of 2-aminobenzophenone.PartⅠ: Withα-diazo carbonyl compound and amino alcohols as starting material. Prepared diazo imine compounds and study of reaction mechanism. We have synthesized a new class of NHC cinchona catalyst, thiazole thiourea and imidazole thiourea cat-alyst. in the benzoin condensation reaction of aldehydes in the application.PartⅡ: The second part focuses on transition metal catalysis of o-nitrobenzene w-ith iodobenzene C-C coupling reactions. We are surprised to find that the coupling re-action occurred and redox reactions. Synthesis of 2-aminobenzophenone.
Keywords/Search Tags:carbene, nitrene, N-heterocyclic carbene, cross-coupling reaction
PDF Full Text Request
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