Efficient Microwave-Assisted Palladium-Catalyzed Selective N-Arylation of Anilines with 2,3-Dihalopyridines in Water

碩士 === 高雄醫學大學 === 藥學研究所 === 101 === A principal goal of organometallic chemistry was the catalytic synthesis of organic compounds by using the transition metals with organic ligands. The palladium-catalyzed arylation of N-nucleophiles was an established and efficient method, which has been widely ap...

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Bibliographic Details
Main Authors: Cheng-Yi Chen, 陳政毅
Other Authors: Shyh-Chyun Yang
Format: Others
Language:zh-TW
Published: 2013
Online Access:http://ndltd.ncl.edu.tw/handle/47722773190002375151
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Summary:碩士 === 高雄醫學大學 === 藥學研究所 === 101 === A principal goal of organometallic chemistry was the catalytic synthesis of organic compounds by using the transition metals with organic ligands. The palladium-catalyzed arylation of N-nucleophiles was an established and efficient method, which has been widely applied to organic chemistry. Organic reaction in water have recently attracted much attention, only because of its unique reactivity was often observed in water but also because water was a safe and more economic solvent for conventional organic reaction. Thus, the development of environmental safe, atom-economical reactions in water was one of the most important goals of synthetic chemistry. In this study, we used water as the solvent to carried out the arylation of aniline with 2,3-dichloropyridine. Under optimized conditions, we used PdCl2(1,10-Phen)2 and BINAP as the catalyst system. In the presence of potassium phosphate, we had successfully replaced the organic solvent with water and obtained 91% yield of the product under microwave at 150 oC for 30 min. In addition, we successfully applied the same conditions to carried out the N-arylation of aniline derivatives.