Intramolecular Aminoboration of Unfunctionalized Olefins |
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Authors: | Chun‐Hua Yang Yu‐Shi Zhang Wen‐Wen Fan Dr. Gong‐Qing Liu Prof. Dr. Yue‐Ming Li |
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Affiliation: | 1. Stake Key Laboratory of Medicinal Chemical Biology, College of Pharmacy and Tianjin Key Laboratory of Molecular Drug Research, Nankai University, Tianjin 300071 (P.R. China);2. CAS Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032 (P.R. China) |
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Abstract: | A direct and catalyst‐free method for the intramolecular aminoboration of unfunctionalized olefins is reported. In the presence of BCl3 (1 equiv) as the sole boron source, intramolecular aminoboration of sulfonamide derivatives of 4‐penten‐1‐amines, 5‐hexen‐1‐amines, and 2‐allylanilines proceeded readily without the use of any catalyst. The boronic acids obtained after hydrolysis could be converted into the corresponding pinacol borates in a straightforward manner by treatment with pinacol under anhydrous conditions. |
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Keywords: | aminoboration boronic acids boronic esters Suzuki cross‐coupling synthetic methods |
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