Takikawa Hiroshi, Nishii Arata, Takiguchi Hiromu, Yagishita Hirotoshi, Tanaka Masato, Hirano Keiichi, Uchiyama Masanobu, Ohmori Ken, Suzuki Keisuke
Department of Chemistry, Tokyo Institute of Technology, 2-12-1 O-okayama, Meguro-ku, Tokyo, 152-8551, Japan.
Present address: Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto, 606-8501, Japan.
Angew Chem Int Ed Engl. 2020 Jul 20;59(30):12440-12444. doi: 10.1002/anie.202003131. Epub 2020 May 8.
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 MgLi or nBuLi for halogen-metal exchange to form various benzobarrelenes.
报道了一种分子内苯炔 - 酚盐的[4 + 2]环加成反应。具有邻位卤代磺酸盐官能团的苯炔前体，通过各种连接基团与酚（盐）相连，经用苯基溴化镁锂（PhMgLi）或正丁基锂（nBuLi）进行卤素 - 金属交换处理后，能高效地发生分子内[4 + 2]环加成反应，生成各种苯并桶烯。
