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Ruthenium Catalyzed C-SI Cross Coupling Reactions And Lewis Base Promoted Ring-opening Reaction Of Oxazolines

Posted on:2021-01-28Degree:MasterType:Thesis
Country:ChinaCandidate:Q LinFull Text:PDF
GTID:2381330620479385Subject:Chemical engineering and technology
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The organosilane compound refers to an organic compound containing a C-Si bond in the molecule.Organosilane compounds are widely used in building functional materials and a series of products related to national economy and people's livelihood.At the same time,the C/Si conversion strategy has been considered a useful and efficient strategy for drug discovery and materials.Among them,the method of silylation of the C-H bond to synthesize silicon-containing compounds can form various silicon-containing compounds in an efficient atom economy and step-by-step economy.Therefore,the transition metal ruthenium catalyzed the construction of various silicon-containing compounds is of great significance.In addition,we explored the experiment of promoting ring opening of oxazoline through Lewis base,and introduced the research progress in five parts one by one.The first chapter is an introduction,which briefly introduces the research on the catalytic formation of organosilicon compounds by using various transition metals.The synthetic methods on silylated compounds via C-H silylation and the further application of the new silicon compounds were summarized.Finally,the research purpose,content and significance of this topic are introduced.The second chapter discusses the study and the mechanism of selective silylation of amides catalyzed by transition metal ruthenium as a catalyst.The benzamide was used as the substrate for silylation,and the efficient and highly selective silylation of ortho aryl C-H bonds by using Ru?CO??PPh3?3?H?Cl/KOAc catalytic system.In addition,we propose a mechanism for Ru?CO??PPh3?3?H?Cl/KOAc catalyze ortho C-H bond silylation of amides.In the third chapter,the synthetic method of a new type of five-membered ring silicon compounds from 1-naphthol by“one-pot”catalytic system is introduced.The desired products were obtained by ruthenium catalyzed O-H/Si-H dehydrogenated step and C-H/Si-H cross coupling step.The fourth chapter discusses ruthenium-catalyzed tandem hydrosilylation/C-H silylation of ketones,diethylsilane,and unsaturated olefins.The reaction was first RuCl2?PPh3?3 catalytic hydrosilylation reaction of acetophenone with diethylsilane,and then dehydrogenated cross coupling reaction with styrene under Ru?H?2?CO??PPh3?3catalytic system.The fifth chapter discusses the ring-opening/C-N bond cross-coupling reaction of oxazoline using potassium tert-butoxide as a promoter under mild conditions to generate 2-aminoethyl acetate and N-substituted thiazolidinone derivatives.This reaction was performed under transition metal free conditions.At the same time,potassium tert-butoxide was used as the oxygen donor in the reaction system.
Keywords/Search Tags:Ruthenium Catalyst, Silylation, C-H Activation, C-Si Coupling, Potassium tert-Butoxide
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