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Ruthenium(?)-Catalyzed Regioselective C-H Arylation Via Sulfur Atom As A Directing Group

Posted on:2021-01-12Degree:MasterType:Thesis
Country:ChinaCandidate:Y LiuFull Text:PDF
GTID:2381330602989813Subject:Chemistry
Abstract/Summary:PDF Full Text Request
Transition-metal-catalyzed C-H activation reactions are among the most useful methods for the synthesis of organic compounds.Thioamides are key structural motifs that appear in a large number of pharmaceuticals,natural products and functional materials.More important compounds could be obtained by the classic directed-ortho-metalation.This dissertation is aim to explore a more efficient and practical chemical conversion method to construct tertiary thioamide biaryls by Ru(?)catalyzed C-H arylation via sulfur atom as a directing group.The first chapter focus on the following three aspects:(1)the research progress of C-H activation reaction via sulfur atom as a directing group,including thioether,sulfoxide and thioamide.(2)the research progress of C-H activation reaction catalyzed by Ruthenium,including C-H arylation catalyzed by Ru with aryl halide and organometallic compound.(3)Application of sulfur-containing compounds.The second chapter discloses a general method for selective ortho C-H arylation of cyclic and N,N-dialkyl benzthioamids with boronic acids enabled by versatile ruthenium(?)complexes.This method features a general C-H arylation of ubiquitous aromatic tertiary benzthioamides by weak S-coordination.The transformation is characterized by its operational simplicity,the use of inexpensive,air-stable Ru(?)catalysts,scalability,and wide substrate scope.The reaction proceeds with high monoarylation selectivity to furnish valuable tertiary thioamide biaryls.
Keywords/Search Tags:ruthenium-catalyzed, C-H activation, arylation, thioamide
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