Efficient preparation of unsymmetrical disulfides by nickel-catalyzed reductive coupling strategy
Fei Wang1 , Ying Chen1 , Weidong Rao 2, Lutz Ackermann 3,4 ,* & Shun-Yi Wang 1,*（汪顺义）
1 Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Collaborative Innovation Center of Suzhou Nano Science and Technology Soochow University, Suzhou 215123, China
2 Key Laboratory of Biomass-based Green Fuels and Chemicals, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China
3 Institut für Organische und Biomolekulare Chemie Georg-August-Universität Göttingen Tammannstraße 2, 37077 Göttingen, Germany
4 Wöhler Research Institute for Sustainable Chemistry Georg-August-Universität Göttingen Tammannstraße 2, 37077 Göttingen, Germany
NATURE COMMUNICATIONS , (2022) 13:2588
Disulfides are widely found in natural products and find a wide range of applications in life sciences, materials chemistry and other fields. The preparation of disulfides mainly rely on oxidative couplings of two sulfur containing compounds. This strategy has many side reactions and other shortcomings. Herein, we describe the reductive nickel-catalyzed crosselectrophile coupling of unactivated alkyl bromides with symmetrical alkyl- and aryltetrasulfides to form alkyl-alkyl and aryl-alkyl unsymmetrical disulfides. This approach for disulfide synthesis is practical, relies on easily available, unfunctionalized substrates, and is scalable. We investigated the mechanism of this transformation and found that the tetrasulfide compound does not selectively break the central S–S bond, but regio-selectively generates trisulfide intermediates.
链接：https://www.nature.com/articles/s41467-022-30256-0#Abs1
