Highly regioselective Heck reactions of heteroaryl halides with electron-rich olefins in ionic liquid |
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Authors: | Wen Pei Jianliang Xiao |
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Affiliation: | a College of Chemical Engineering and Materials, Zhejiang University of Technology, Hangzhou 310014, China b Liverpool Centre for Materials and Catalysis, Department of Chemistry, University of Liverpool, Liverpool L69 7ZD, UK |
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Abstract: | Palladium-catalyzed Heck reactions of the heteroaryl halides, halopyridines, bromoquinoline and bromothiophenes, with the electron-rich olefins vinyl ethers and allyl alcohol were shown to give essentially only the branched olefins in an imidazolium ionic liquid, whereas in molecular solvents a mixture of regioisomers was formed. The method obviates the need for aryl triflates and stoichiometric inorganic salt additives, providing an easy entry to functionalized heteroaromatics incorporating acetyl and 2-allyl alcohol functionalities. |
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Keywords: | Heck reaction Regioselectivity Ionic liquid Heterocycles Electron-rich olefins Palladium catalysis |
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