4.8 Article

Nickel-Catalyzed Reductive 2-Pyridination of Aryl Iodides with Difluoromethyl 2-Pyridyl Sulfone

Journal

ORGANIC LETTERS
Volume 23, Issue 3, Pages 711-715

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c03939

Keywords

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Funding

  1. National Key Research and Development Program of China [2016YFB0101200]
  2. National Natural Science Foundation of China [21632009]
  3. Chinese Academy of Sciences [KGZD-EW-T08]
  4. Key Research Program of Frontier Sciences of CAS [QYZDJ-SSW-SLH049]
  5. Shanghai Science and Technology Program [18JC1410601]

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This novel nickel-catalyzed reductive cross-coupling reaction allows the formation of C(sp(2))-C(sp(2)) bonds through selective C(sp(2))-S bond cleavage, showcasing the new reactivity of 2-PySO2CF2H reagent. The use of readily available nickel catalyst and sulfones as coupling partners enables facile access to biaryls under mild reaction conditions without pregeneration of arylmetal reagents.
A novel nickel-catalyzed reductive cross-coupling between aryl iodides and difluoromethyl 2-pyridyl sulfone (2-PySO2CF2H) enables C(sp(2))-C(sp(2)) bond formation through selective C(sp(2))-S bond cleavage, which demonstrates the new reactivity of 2-PySO2CF2H reagent. This method employs readily available nickel catalyst and sulfones as cross-electrophile coupling partners, providing facile access to biaryls under mild reaction conditions without pregeneration of arylmetal reagents.

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