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Highly regioselective Heck reactions of heteroaryl halides with electron-rich olefins in ionic liquid
Authors:Wen Pei  Jianliang Xiao
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
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.
Keywords:Heck reaction   Regioselectivity   Ionic liquid   Heterocycles   Electron-rich olefins   Palladium catalysis
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