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Intramolecular Benzyne–Phenolate [4+2] Cycloadditions
Author(s) -
Takikawa Hiroshi,
Nishii Arata,
Takiguchi Hiromu,
Yagishita Hirotoshi,
Tanaka Masato,
Hirano Keiichi,
Uchiyama Masanobu,
Ohmori Ken,
Suzuki Keisuke
Publication year - 2020
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202003131
Subject(s) - aryne , intramolecular force , cycloaddition , chemistry , vicinal , halogen , medicinal chemistry , intramolecular reaction , stereochemistry , organic chemistry , catalysis , alkyl
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 Ph 3 MgLi or n BuLi for halogen–metal exchange to form various benzobarrelenes.