4.8 Article

Transition-Metal-Free C(sp3)-H Coupling of Cycloalkanes Enabled by Single-Electron Transfer and Hydrogen Atom Transfer

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ORGANIC LETTERS
卷 23, 期 5, 页码 1714-1719

出版社

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c00135

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资金

  1. National Key R&D Program of China [2019YFE0109200]
  2. National Natural Science Foundation of China [U1702286]
  3. Ling-Jun Scholars [202005AB160003]
  4. NSF of Yunnan Province [2019FY003010, 2019FI018]
  5. Program for DongLu Scholars
  6. IRTSTYN

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A unique transition-metal-free C(sp(3))-H/C(sp(3))-H coupling of cycloalkanes at room temperature is reported, where unactivated cycloalkanes and 2-azaallyls underwent a combination process of single-electron transfer (SET) and hydrogen atom transfer (HAT) to deliver a variety of functionalized products. This expedient approach enables the coupling of cycloalkanes under mild conditions without transition metals, initiators, and oxidants.
Here we report a unique transition-metal-free C(sp(3))-H/C(sp(3))-H coupling of cycloalkanes at room temperature. Unactivated cycloalkanes and 2-azaallyls underwent the combination process of single-electron transfer (SET) and hydrogen atom transfer (HAT) to deliver a wide variety of cycloalkane-functionalized products. This expedient approach enables C(sp(3))-H/C(sp(3))-H coupling of cycloalkanes under mild conditions without transition metals, initiators, and oxidants.

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