Catalytic Intermolecular Haloamidation of Simple Alkenes with N-Halophthalimide as Both Nitrogen and Halogen Source

Lu Song, Sanzhong Luo* and Jin-Pei Cheng

*Beijing National Laboratory for Molecule Sciences (BNLMS), CAS Key Laboratory for Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China, Email: luosziccas.ac.cn

L. Song, S. Luo, J.-P. Cheng, Org. Lett., 2013, 15, 5702-5705.

DOI: 10.1021/ol402726d

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Abstract

AgBF₄ or InBr₃/AgBF₄ (1:3) as catalyst and N-halophthalimide as both nitrogen and halogen source enable a simple, efficient, and highly atom economic haloamidation of simple alkenes. A broad range of olefins afford vicinal haloamines in good yields and with high regioselectivity and diastereoselectivity.

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Key Words

1,2-bromoamines, imides

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ID: J54-Y2013