Synthesis of Tetrahydrobiphenylene via Pd(0)-Catalyzed C(sp2)-H Functionalization

Chem Pharm Bull (Tokyo). 2017;65(12):1167-1174. doi: 10.1248/cpb.c17-00737.

Abstract

Tetrahydrobiphenylene consists of cyclobutene fused with benzene and cyclohexene rings. In this paper, a direct method for synthesizing tetrahydrobiphenylenes based on a palladium (Pd)(0)-catalyzed C(sp2)-H functionalization was investigated. The developed method was applied to the synthesis of several tetrahydrobiphenylenes having an oxygen functionality at the ring juncture. The derivatization of a tetrahydrobiphenylene is also reported.

Keywords: C–H functionalization; palladium; tetrahydrobiphenylene.

MeSH terms

  • Benzene Derivatives / chemical synthesis
  • Benzene Derivatives / chemistry*
  • Carbon / chemistry
  • Catalysis
  • Hydrogen / chemistry
  • Palladium / chemistry*
  • Quantum Theory

Substances

  • Benzene Derivatives
  • Palladium
  • Carbon
  • Hydrogen