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Catalyst-Free and Metal-Free Electrophilic Bromoamidation of Unactivated Olefins Using the N-Bromosuccinimide/Sulfonamide Protocol

Wesley Zongrong Yu, Feng Chen, Yi An Cheng and Ying-Yeung Yeung*

*3 Science Drive 3, Department of Chemistry, National University of Singapore, Singapore 117543, Singapore, Email: yyyeungcuhk.edu.hk

W. Z. Yu, F. Chen, Y. A. Cheng, Y.-Y. Yeung, J. Org. Chem., 2015, 80, 2815-2821.

DOI: 10.1021/jo502416r


Abstract

In an efficient, catalyst-free, and metal-free bromoamidation of unactivated olefins, 4-(trifluoromethyl)benzenesulfonamide and N-bromosuccinimide were used as the nitrogen and halogen sources, respectively. The methodology is applicable to both cyclic and aliphatic olefins.

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Key Words

bromination, sulfonamides, NBS


ID: J42-Y2015