4.8 Article

Palladium-Catalyzed C(sp3)-H Nitrooxylation with tert-Butyl Nitrite and Molecular Oxygen

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ORGANIC LETTERS
卷 22, 期 24, 页码 9719-9723

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c03794

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  1. NSFC [21925109, 21772170]
  2. Outstanding Young Talents of Zhejiang Province High-level Personnel of Special Support [ZJWR0108]

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Herein, we report a Pd(II)-catalyzed nitrooxylation of unactivated methyl C(sp(3))-H bonds using commercial available and easily manageable tert-butyl nitrite as the precursor of ONO2 radical under aerobic conditions. Environmentally benign molecular oxygen is used to initiate the generation of active radical reactant; it is also used as the terminal oxidant. A broad range of nitrooxylated aliphatic carboxamides were prepared in moderate to good yields under mild conditions.

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