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Studies On Michael Addition Catalyzed By A Highly Effective Catalyst-Y(OTf)3

Posted on:2007-10-27Degree:MasterType:Thesis
Country:ChinaCandidate:C S GaoFull Text:PDF
GTID:2121360212471007Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
The Michael addition is an important reacton in the synthesis of pharmaceuticals, natural products and intermediates, especially for some substrates, such asα,β-unsaturated aldehydes and ketones, and heterocylic compounds, Michael addition is one of efficient protacol of C-C bond formation, and its products exhibit ersatile bioactivity. In the past several years, Lewis acid-catalyzed Michael addition is becoming more important in modern organic chemistry. Based on the other well studied catalyst, herein we introduced a green, highly effective catalyst, Y(OTf)3, to Michael addition for the first time, and further studied and discussed the results.Firstly, a lot of versatile processes were employed toα,β-unsaturated aldehydes and ketones as substrates for Michael addition. Secondly, we found the Y(OTf)3 catalyst system, and then though research of Several factors, examples for catalysts, the ratio of catalyst to substrate, reaction time and temperture, and solvents, we got optimal reaction condition in final. Moreover, the rare metal catalyst system was extended to the preparation of electron-efficient aromatic hetreocylic compounds withα,β-unsaturated aldehydes and ketones and other compounds as substrates.The process is operateionally simple, environmentally benign and mild, and has excellent yiels without any side reactions. Furthermore, the catalyst cound be recovered conveniently and reused efficiently.
Keywords/Search Tags:Lewis Acid Catalyst, Y(OTf)3, α,β-Unsaturated ketones, Michael Addition
PDF Full Text Request
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