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

Chihiro Tsukano; Satoshi Suetsugu; Nobusuke Muto; Yoshiji Takemoto

doi:10.1248/cpb.c17-00737

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

Chihiro Tsukano , Satoshi Suetsugu, Nobusuke Muto, Yoshiji Takemoto

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Keywords: C–H functionalization, tetrahydrobiphenylene, palladium

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2017 Volume 65 Issue 12 Pages 1167-1174

DOI https://doi.org/10.1248/cpb.c17-00737

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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.

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