4.7 Article

Nickel(II)/TPMPP catalyzed reductive coupling of oxalates and tetrasulfides: synthesis of unsymmetric disulfides

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 9, Issue 18, Pages 4962-4968

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d2qo00945e

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Funding

  1. National Natural Science Foundation of China [21971174, 21772137, 21906114]
  2. PAPD
  3. Soochow University

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A Ni(II)/TPMPP-catalyzed reductive cross-coupling reaction has been reported for the synthesis of unsymmetric disulfides from benzyl oxalates and tetrasulfides. This method offers mild reaction conditions, wide substrate range, and easy operation, and has successfully achieved gram-scale synthesis of disulfides.
A Ni(II)/TPMPP-catalyzed reductive cross-coupling reaction of benzyl oxalates and tetrasulfides to synthesize unsymmetric disulfides is reported. The benzyl oxalate works as the carbon radical precursor in this reaction. This catalytic strategy has the advantages of mild reaction conditions, wide substrate range, and easy operation and provides a new approach for the preparation of unsymmetric disulfides with good functional group tolerance. Also, this method successfully achieves the synthesis of disulfides at the gram-scale, making it highly valuable.

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