Laboratory of Fundamental Chemistry

Development of Silica gel-assisted Synthesis of Benzo[b]thiophenes

During the course of our continuous investigation on preparation and properties of ‘quasi T-shaped’ benzo[b]thiophenes, we found silica gel-assisted synthesis of benzo[b]thiophenes (for a review, see Ref. 1). Recently, we reported scope and limitations of the method in detail: Benzo[b]thiophenes bearing various functional groups were prepared from corresponding o-(alkylsulfanyl)(ethynyl)benzenes. Methylsulfanyl-substituted precursors as well as tertiary alkyl-sulfanyl precursors afforded benzo[b]thiophenes. The method was also applicable to preparation of 2-substituted thieno[3,2-b]thiophenes.

Development of Silica gel-assisted Synthesis of Benzo[b]thiophenes

  1. K. Toyota, H. Tanaka, T. Hanagasaki
    Results in Chem., 2022, 4, 100487.
    DOI: 10.1016/j.rechem.2022.100487
    https://doi.org/10.1016/j.rechem.2022.100487
  2. (Review)
    K. Toyota, S. Mikami
    Heterocycles, 2021, 102(11), 2063–2098.
    DOI: 10.3987/REV-20-950
    https://www.heterocycles.jp/newlibrary/libraries/journal/102/11
shadow
| Japanese |