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Manganese-catalyzed Ring-opening Chlorination Of Cyclobutanols

Posted on:2018-07-13Degree:MasterType:Thesis
Country:ChinaCandidate:L T HuanFull Text:PDF
GTID:2321330542465239Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
?-chlorinated alkyl ketones are widely found in nature products.As versatile keybuilding blocks,?-chlorinated alkyl ketones have a wide range of applications in organic synthesis and medical chemistry.However,only a few methods toward the synthesis of these compounds have been reported.It is of great importance to develop a convenient strategy to synthesize alkyl ketones.During the study of my dessertation,I focus on the synthesis of?-chlorinated alkyl ketones.?1?Manganese-catalyzed ring-opening chlorination of cyclobutanolsIn this part,we have introduced the manganese-catalyzed ring-opening chlorination of cyclobutanols to construct the?-chlorinated alkyl ketones.In contrast to traditional strategies,an utterly different approach of ring-opening chlorination of cyclobutanols in the presence of an inexpensive MnCl2 catalyst and nucleophilic TMSCl is reported.Moreover,we can construct some useful?-chlorinated alkyl ketones which could be difficult to obtain by the traditional strategies.?2?Manganese-catalyzed ring-opening chlorination of ring-fused benzo-cyclobutanolsIn this part,we have introduced the manganese-catalyzed ring-opening chlorination of ring-fused benzo-cyclobutanols to construct the medium-sized all-carbon rings,which could be difficult to generate by the traditional strategies.Moreover,we have systematically studied the synthesis of these ring-fused benzo-cyclobutanol precursors.
Keywords/Search Tags:manganese catalysis, ring opening, ring expansion, chlorination
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