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Regioselective Halogenation of Arenes and Heterocycles in Hexafluoroisopropanol

Ren-Jin Tang, Thierry Milcent and Benoit Crousse*

*Faculty of Pharmacy, UMR 8076, BioCIS, Univ. Paris-Sud-CNRS, Université Paris-Saclay, 92290 Châtenay-Malabry, France, Email: benoit.crousseu-psud.fr

R.-J. Tang, T. Milcent, B. Crousse, J. Org. Chem., 2018, 83, 930-938.

DOI: 10.1021/acs.joc.7b02920 (free Supporting Information)


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Abstract

The use of a hexafluoroisopropanol as solvent enables a mild and regioselective halogenation of a broad range of arenes and heterocycles with N-halosuccinimides in good yields. In addition, the versatility of the method is demonstrated by the development of one-pot sequential dihalogenation and halogenation-Suzuki cross-coupling reactions.

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Halogenation-Suzuki cross-coupling reactions



Key Words

bromination, iodination, NBS, NIS


ID: J42-Y2018