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Intramolecular Benzyne–Phenolate [4+2] Cycloadditions
Authors:Hiroshi Takikawa  Arata Nishii  Hiromu Takiguchi  Hirotoshi Yagishita  Masato Tanaka  Keiichi Hirano  Masanobu Uchiyama  Ken Ohmori  Keisuke Suzuki
Abstract: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 Ph3MgLi or nBuLi for halogen–metal exchange to form various benzobarrelenes.
Keywords:cycloaddition  benzyne  polycycles  silicon  synthetic methods
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