Metal‐Free Hydrogen Atom Transfer from Water: Expeditious Hydrogenation of N‐Heterocycles Mediated by Diboronic Acid |
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| Authors: | Yun‐Tao Xia Xiao‐Tao Sun Ling Zhang Kai Luo Prof?Dr Lei Wu |
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| Institution: | 1. Jiangsu Key Laboratory of Pesticide Science and Department of Chemistry, College of Sciences, Nanjing Agricultural University, Nanjing, P. R. China;2. Beijing National Laboratory for Molecular Sciences and Institute of Chemistry, Chinese Academy of Sciences, Beijing, P. R. China |
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| Abstract: | A hydrogenation of N‐heterocycles mediated by diboronic acid with water as the hydrogen atom source is reported. A variety of N‐heterocycles can be hydrogenated with medium to excellent yields within 10 min. Complete deuterium incorporation from stoichiometric D2O onto substrates further exemplifies the H/D atom sources. Mechanism studies reveal that the reduction proceeds with initial 1,2‐addition, in which diboronic acid synergistically activates substrates and water via a six‐membered ring transition state. |
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| Keywords: | diboronic acid hydrogen atom transfer metal-free nitrogen heterocycles water |
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