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Synthesis Of N-heterocyclic Compounds Via Iridium,Palladiumcatalyzed Hydrogen-transfer Reaction Of Alcohol

Posted on:2017-04-09Degree:MasterType:Thesis
Country:ChinaCandidate:Z Q XiaoFull Text:PDF
GTID:2271330485480936Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
A PPh3-cyclometalated iridium(III) benzo[h]quinoline compound was synthesized and characterized. It was found to be efficient catalysts for hydrogen transfer reaction of acetylferrocene with alcohols. An efficient iridium(III) /Pd cocatalyzed three-component hydrogen transfer reaction/Suzuki reaction has been developed. The three-component reaction of 4-bromobenzyl alcohol, acetylferrocene,and arylboronic acids gives ferrocenyl ketones containing biaryls in moderate to good yields. This method was successfully applied to one-pot synthesis of6-aryl-2-ferrocenylquinolines, using(2-amino-5-bromophenyl)methanol instead of4-bromobenzyl alcohol.We have developed a green and sustainable method for the synthesis of2-arylbenzimidazoles from alcohols and 1, 2-diaminoarenes in water catalyzed by Pd/C. This method was also successfully applied to one-pot, three-component synthesis of 2, 5-diarylbenzimidazoles via hydrogen-transfer reaction and Suzuki reaction. The advantages of the present process include simple operation, high efficiency, convenient, inexpensive and reusable catalyst, no need of additional ligand, the use of water as a solvent and environmental friendliness.Two 2-dicyclohexylphosphino-2’,6’-dimethoxybiphenyl(Sphos) adducts of cyclopalladated arylpyrazine complexes have been synthesized and characterized.Additionally, the structures of both complexes were determined by single-crystal X-ray analysis. These palladacycles are fluorescent in CH2Cl2 at room temperature.They have been applied to the double Suzuki coupling of N-heteroaryl halides with1,4-benzenediboronic acid, giving the desired products in good yields.
Keywords/Search Tags:Ir/Pd cocatalyzed, the multicomponent reactions(MCRs), ferrocene, quinolines, Pd/C, benzimidazoles
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