1.Synthesis of Aryl Thioethers Through C-H Functionalization2.NCS-Promoted Cross-Coupling Reaction of Grignard Reagents with Thiols

碩士 === 國立中興大學 === 化學系所 === 100 === Transtion-metal-Catalyzed Cross-Coupling reaction is a powerful strategy for Constracting Carbon-Carbon and Carbon-heteroatom bonds. In the first part of this thesis, the direct meta C-H functionalization of C-H bond of aromatic ring is introduced. The combination...

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Bibliographic Details
Main Authors: Jun-Hao Cheng, 鄭濬豪
Other Authors: Chin-Fa Lee
Format: Others
Language:zh-TW
Published: 2012
Online Access:http://ndltd.ncl.edu.tw/handle/05078310474111034181
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Summary:碩士 === 國立中興大學 === 化學系所 === 100 === Transtion-metal-Catalyzed Cross-Coupling reaction is a powerful strategy for Constracting Carbon-Carbon and Carbon-heteroatom bonds. In the first part of this thesis, the direct meta C-H functionalization of C-H bond of aromatic ring is introduced. The combination of iridium-Catalyzed C-H activation and sequential functionalization of the resulting aryl boronic ester is an excellent approach for regioselection meta C-H functionalization of aromatic C-H bond. The second part of this thesis, although the Grignard reagents have been used as nucleophiles to react with aryl disulfides, leading the corresponding aryl thioethers, these are some drawbacks in these systems. Fisrt, aryl disulfides and thiosulfonates must be prepared in advance. Second, from the atom economic point of view, an equivalent of sulfur moiety will be generated as the byproducts. Thus, it is desirable to develop a convenient method for the synthesis of aryl thioethers through the reaction of Grignard reagents with thiols without the preparation of aryl disulfides. The second of this thesis, the NCS-promoted coupling reaction of Grignard reagents with thiols is reported.