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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 international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.202003131
Subject(s) - aryne , intramolecular force , cycloaddition , vicinal , chemistry , halogen , medicinal chemistry , 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.