Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 85, Issue 5, Pages 3101-3109Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.9b02997
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Funding
- National Natural Science Foundation of China [21461018, 21961024, 21961025, 21671019]
- Inner Mongolia Natural Science Foundation [2018JQ05, 2017BS0205, 2019BS02008, 2019BS02007]
- Nano Innovation Institute (NII) of Inner Mongolia University for Nationalities (IMUN)
- Inner Mongolia Autonomous Region Funding Project for Science & Technology Achievement Transformation [CGZH2018156]
- Inner Mongolia Autonomous Region Incentive Funding Guided Project for Science & Technology Innovation (2016)
- Scientific Research Projects of the Inner Mongolian Higher Educational System [NJZZ20110]
- Tongliao Funding Project for Application Technology Research & Development (2017)
- IMUN Doctoral Research Startup Fund Project [B5245, BS379, BS437]
- IMUN Graduate Research Project [NMDSS1937]
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Precise catalytic regulation of carbon radical generation by a highly active oxygen radical to abstract the H atom in a C-H bond is an effective method for the selective activation of C-H synthetic chemistry. Herein, we report a facile catalyst system with commercially available copper(II)/{PMo12} to form a tert-butanol radical intermediate for the selective oxidation of benzylic C-H bonds. The reaction shows a broad range of substrates (benzyl methylene, benzyl alcohols) with good functional group tolerance and chemical selectivity. The corresponding carbonyl compounds were synthesized with good yields under mild conditions. DFT calculations and experimental analysis further demonstrated a reasonable carbon radical mechanism for this type of organic transformation reaction.
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