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Grinding Promoted Aldol-Michael Reactions And Aldol Condensation Reaction Of Carbonyl Compounds Under Solvent-free Conditions

Posted on:2016-04-10Degree:MasterType:Thesis
Country:ChinaCandidate:R TaoFull Text:PDF
GTID:2271330470980032Subject:Organic Chemistry
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Since the industrial revolution, environmental pollution is one of the important factors affecting human health. Waste liquid, waste gas and waste solid have been caused great pollution to our environment in the process of chemical production.In recent years, green chemistry, environmental chemistry, clean technology and environmental engineering are paid much attention by chemists and chemical industry, they focus on how to reduce or even eliminate the pollution from the begining. It desperately needs new synthesis technology. Green synthesis technology such as solvent-free reaction has emerged, which provides a new synthesis strategy in organic synthetic methodology. It has the advantages of simple operation, rapid reaction, high yield and small pollution.Condensation reaction is one of the important reactions in organic synthesis, which plays an important role in the construction of biological heterocyclic compounds. Thus, we investigated the Aldol-Michael tandem reactions and Aldol condensation reaction of carbonyl compounds promoted by grinding under solventfree mild conditions to expand the application of solvent-free and grinding synthesis strategy in organic chemistry.The thesis includes three chapters:Chapter one: The advance of organic synthesis promoted by grinding method under solvent-free conditionsIn this chapter, we discussed the development and application of solvent-free organic reactions promoted by grinding method in detail in recent years.Chapter two: A grinding-induced solvent-free preparation of 3-cinnamenyl-1,5-diketones via Aldol-Michael reactionIn this part, we investigated a convenient synthesis procedure of 3-cinnamenyl-1,5-dicarbonyl compounds under solvent-free grinding conditions. α,β-Unsaturated aldehydes react with aromatic ketones to give the corresponding dienone products, then followed by a Michael addition producing 3-cinnamenyl-1,5-dicarbonyl compounds in the presence of Na OH at room temperature. The protocol has the advantages of solvent-free, catalyst-free, mild reaction conditions, simple procedure, and short reaction time.Chapter three: Catalyst and solvent free synthesis of trifluoromethyl tertiary alcohols by cross Aldol reaction with grinding methodIn this chapter, exceedingly fast preparation of trifluoromethyl tertiary alcohols has been accomplished from methyl ketones and trifluoromethyl ketones under catalyst and solvent free conditions by cross Aldol reaction. The reaction was achieved in the presence of common inorganic base by grinding method at ambient temperature to give the Aldol products in high yields(up to 95%). The features of this procedure are mild conditions, high yields, operational simplicity, and the environmental friendliness.
Keywords/Search Tags:solvent-free, grinding, Aldol-Michael tandem reactions, 1,5-dicarbonyl compounds, trifluoromethyl tertiary alcohols
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