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Study On The "one-pot" Synthesis Of Trifluoromethyl Containing Compounds Catalyzed By Thiourea-type Catalysts Through Nitro-mannich Reactions

Posted on:2015-05-17Degree:MasterType:Thesis
Country:ChinaCandidate:L F MaFull Text:PDF
GTID:2181330422983716Subject:Organic Chemistry
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This paper investigated the synthesis of trifluoromethyl containing compoundscatalyzed by thiourea through Nitro-Mannich reactions and the new synthesis methodof phenanthridine compounds from5-Methoxyphenanthridin-6(5H)-ones andGrignard reagents.This thesis includes three chapters:Chapter1. The Progress of Asymmetric Nitro-Mannich Reaction.This chapter summarizes the progress of asymmetric Nitro-Mannich reactioncatalyzed by metal catalyst or small organic moleculesChapter2Study on the “One-Pot” Synthesis of Trifluoromethyl ContainingCompounds Catalyzed by Thiourea-type Catalysts through Nitro-Mannich ReactionsThis chapter investigated the “one-pot”synthesis of trifluoromethyl containingβ-nitrosamines catalyzed by thiourea-type catalysts through Nitro-Mannich reactionsat room tempreture. We studied the influence of base, solvent, temperature andcatalyst on the reaction. Under optimal conditions, we have successfully synthyzedseries of chiral-nitroamine products containing trifluoromethyl group in “one-pot”.Chapter3New Method for the Synthesis of Phenanthridine CompoundsThis chapter studied the reactions of5-Methoxyphenanthridin-6(5H)-ones andGrignard reagents. The experimental results show that phenanthridine compounds aregenerated when5-Methoxyphenanthridin-6(5H)-ones reacted with aryl or2-thienylmagnesium bromide; and phenanthridine ketones produced when5-Methoxyphenanthridin-6(5H)-ones reacted with alkyl Grignard reagents.
Keywords/Search Tags:Synthesis, Chiral thioureas, Nitro-Mannich reaction, Trifluoromethylcompound, Phenanthridine, Weinreb amide, Grignard reagent
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