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Palladium Catalyzed Carbon Sp ~ 2 Guide Oxidative Coupling Reaction

Posted on:2014-09-27Degree:MasterType:Thesis
Country:ChinaCandidate:Z P XuFull Text:PDF
GTID:2261330401469348Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
The palladium-catalyzed sp2carbon direct coupling reaction has reached the topic in the area of organic syntheses. The target compounds are constructed via the cross-coupling directly, which greatly shorten the synthetic steps. On the other hand, palladium-catalyzed oxidative cross-coupling between two nucleophilic reagents has also made great progress in recent years. In this thesis, palladium acetate was used as a catalyst to study the oxidative coupling of sp2carbon. The ortho-oxidative olefination of arylaldehyde O-methyloximes and ortho-oxidative benzoylation of2-arylpridine were realized in the presence of palladium-catalyzed oxidative functionalization.This thesis consists of two parts:1. Palladium-catalyzed oxidative olefination of arylaldehyde O-methyloximesUsed palladium acetate as a catalyst, benzoquinone as an oxidant, acetic acid as a solvent, a direct coupling was achieved between an aryl ring and an olefin to give the oxidative olefination product from arylaldehyde O-methyloximes. The compound with a structural unit of2-alkenylaryl formaldehyde could be obtained very efficiently using this method.2. Palladium-catalyzed oxidative benzoylation of2-phenylpyridineAn ortho-acylation of2-arylpyridines by a paladium-catalyzed oxidative C-H activation was developed, in which no prefunctionalized toluene derivatives were firstly used as acylation reagents by a tandem reaction to form2-pyridyldiaryl ketones with moderate yields. This method has broad application prospects in the synthesis of drugs and natural products for its atom-and step-economic nature.
Keywords/Search Tags:Palladium-catalyzed, Directing, Oxidative coupling, Olefination, Benzoyl
PDF Full Text Request
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