Synthesis of Dibenzothiophenes by Pd-Catalyzed Dual C[BOND]H Activation from Diaryl Sulfides

Authors

  • Rui Che,

    1. Institute of Homogeneous Catalysis, College of Chemistry, Sichuan University, Chengdu 610064 (P. R. China), Fax: (+86) 28-8541-2026
    Search for more papers by this author
  • Zhiqing Wu,

    1. Institute of Homogeneous Catalysis, College of Chemistry, Sichuan University, Chengdu 610064 (P. R. China), Fax: (+86) 28-8541-2026
    Search for more papers by this author
  • Dr. Zhengkai Li,

    1. Institute of Homogeneous Catalysis, College of Chemistry, Sichuan University, Chengdu 610064 (P. R. China), Fax: (+86) 28-8541-2026
    Search for more papers by this author
  • Dr. Haifeng Xiang,

    1. Institute of Homogeneous Catalysis, College of Chemistry, Sichuan University, Chengdu 610064 (P. R. China), Fax: (+86) 28-8541-2026
    Search for more papers by this author
  • Prof. Dr. Xiangge Zhou

    Corresponding author
    1. Institute of Homogeneous Catalysis, College of Chemistry, Sichuan University, Chengdu 610064 (P. R. China), Fax: (+86) 28-8541-2026
    2. Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123 (P. R. China)
    • Institute of Homogeneous Catalysis, College of Chemistry, Sichuan University, Chengdu 610064 (P. R. China), Fax: (+86) 28-8541-2026===

    Search for more papers by this author

Abstract

Palladium-catalyzed dual C[BOND]H functionalization of diaryl sulfides to form dibenzothiophenes (DBTs) by oxidative dehydrogenative cyclization is reported. This protocol afforded various DBTs in moderate to good yields with tolerance of a wide variety of substrates. Benzo[1,2-b:4,5-b′]bis[b]benzothiophene was successfully synthesized by this method, which was used as an organic semiconductor for field-effect transistors.

Ancillary