Ligand-Free, Copper-Catalyzed Coupling Reaction of Aryl Aluminum Reagents with N-Aryl Thiosuccinimides

Title:Ligand-Free, Copper-Catalyzed Coupling Reaction of Aryl Aluminum Reagents with N-Aryl Thiosuccinimides

Volume: 21 Issue: 12

Author(s): Zhihao Zhang, Xiaoying Jia, Jiaxia Pu, Lirong Han, Jinsong Hou and Qinghan Li*

Affiliation:

• College of Chemistry and Environment, Southwest Minzu University, Chengdu 610041, P. R. China
• Key Laboratory of General Chemistry of the National Ethnic Affairs Commission, College of Chemistry and Environment, Southwest Minzu University, Chengdu 610041, P. R. China

Keywords: Copper catalyst, aryl aluminum reagents, N-aryl thiosuccinimides, diarylsulide derivatives, cross-coupling reaction, ligand-free, synthesis

Abstract: A highly efficient and simple cross-coupling reaction of N-aryl aluminum reagents with Naryl thiosuccinimides for the synthesis of diarylsulide derivatives using CuCl (20 mol%) as a catalyst is reported. Under the optimum reaction conditions, the coupling reaction between aryl aluminum reagents with different substituents and N-aryl thiosuccinimides with different substituents can be carried out smoothly with 18-94% isolated yields of diarylsulides. The method avoids the use of expensive transition metals, such as Pd, Ir, or Rh, phosphine ligands, and has the advantages of simple operation and high reaction efficiency. The structures of all the target compounds are confirmed by ¹HNMR and ¹³CNMR.

Cite this article as:

Zhang Zhihao, Jia Xiaoying, Pu Jiaxia, Han Lirong, Hou Jinsong and Li Qinghan*, Ligand-Free, Copper-Catalyzed Coupling Reaction of Aryl Aluminum Reagents with N-Aryl Thiosuccinimides, Letters in Organic Chemistry 2024; 21 (12) . https://dx.doi.org/10.2174/0115701786298931240408083720