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Intramolecular Benzyne-Phenolate [4+2] Cycloadditions. 2020
Hiroshi Takikawa, and
Arata Nishii, and
Hiromu Takiguchi, and
Hirotoshi Yagishita, and
Masato Tanaka, and
Keiichi Hirano, and
Masanobu Uchiyama, and
Ken Ohmori, and
Keisuke Suzuki
Department of Chemistry, Tokyo Institute of Technology, 2-12-1 O-okayama, Meguro-ku, Tokyo, 152-8551, Japan.
An intramolecular benzyne-phenolate [4+2] cycloaddition is reported. Benzyne precursors, having vicinal halogen-sulfonate functionalities, linked with a phenol(ate) by various tether groups undergo efficient intramolecular [4+2] cycloaddition by treatment with either Ph3 MgLi or nBuLi for halogen-metal exchange to form various benzobarrelenes.
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