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Study Of Rhodium-Catalyzed Selective Synthesis Biaryls Via Decarbonylation

Posted on:2015-10-27Degree:MasterType:Thesis
Country:ChinaCandidate:S J ZuoFull Text:PDF
GTID:2311330452969979Subject:Chemistry
Abstract/Summary:PDF Full Text Request
In this thesis, Rhodium-catalyzed synthesis biaryls via decarbonylation wasreported as follows:Using nitrogen-containing heterocyclic as the directing group, a practicalRh(I)-catalyzed reaction was developed to achieve biaryls synthesis viadecarbonylation from aryl ketone with the C-C activation approach. After thescreening reactions, the optimal conditions was established: the substrate arylketone(0.2mmol), Rhodium(I) complexes(2.5mol%),130?,12-20h, andxylene(1-2ml) as the solvent. Under the optimal conditions, substituents on thephenyl group, regardless of the electron-deficient to-rich nature, were successfullyapplied for this chemoselective activation. The reaction can tolerate a variety ofsynthetically important functional groups. Substrate containing alkyl was convertedinto the corresponding pyridine derivatives in good yield. The resulting biaryls wereuseful synthetic building blocks in natural products, synthetic drugs, and organicfunctional materials, which have great potential significance in organic synthesis.Under the present activation system, the chemoselective C-C activation productswere obtained without the ortho-diarylated by-product, which is based on C-Hactivation. It was conducive to isolate the desired product from the crude products.
Keywords/Search Tags:Rh(I)-catalyzed, Chemoselective, C-C activation, Biaryls, Decarbonylation
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