α‐Aminoxy‐Acid‐Auxiliary‐Enabled Intermolecular Radical γ‐C(sp3)−H Functionalization of Ketones |
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| Authors: | Dr Heng Jiang Prof?Dr Armido Studer |
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| Institution: | Organisch-Chemisches Institut, Westf?lische Wilhelms-Universit?t, Münster, Germany |
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| Abstract: | A method for site‐specific intermolecular γ‐C(sp3)?H functionalization of ketones has been developed using an α‐aminoxy acid auxiliary applying photoredox catalysis. Regioselective activation of an inert C?H bond is achieved by 1,5‐hydrogen atom abstraction by an oxidatively generated iminyl radical. Tertiary and secondary C‐radicals thus formed at the γ‐position of the imine functionality undergo radical conjugate addition to various Michael acceptors to provide, after reduction and imine hydrolysis, the corresponding γ‐functionalized ketones. |
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| Keywords: | C− H bond functionalization iminyl radical ketone photoredox chemistry redox-neutral |
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