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An Efficient and Regioselective Monobromination of Electron-Rich Aromatic Compounds Using Catalytic Hypervalent Iodine(III) Reagent

Zhongshi Zhou*, Xuehan He

*College of Biological and Environmental Sciences, Zhejiang Shuren University, Hangzhou 310015, Zhejiang, P. R. of China, Email: zhoushanhz.zj.cn

Z. Zhou, X. He, Synthesis, 2011, 207-209.

DOI: 10.1055/s-0030-1258350


Abstract

Iodobenzene can be used as a recyclable catalyst in combination with m-chloroperbenzoic acid as the terminal oxidant for an efficient and regioselective monobromination of electron-rich aromatic compounds. The bromination of electron-rich aromatic compounds with lithium bromide was fast in tetrahydrofuran at room temperature, providing regioselective monobrominated products in good yields.


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Key Words

monobromination, hypervalent iodine reagent, MCPBA, catalytic oxidation, organocatalysis


ID: J66-Y2011-0050