Intramolecular anionic diels-alder reactions of 1-aryl-4-oxahepta-1, 6-diyne systems in DMSO

T Kudoh, T Mori, M Shirahama, M Yamada…

文献索引：Kudoh, Takayuki; Mori, Tomoko; Shirahama, Mitsuhito; Yamada, Masashi; Ishikawa, Teruhiko; Saito, Seiki; Kobayashi, Hisayoshi Journal of the American Chemical Society, 2007 , vol. 129, # 16 p. 4939 - 4947

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被引用次数: 34

摘要

Base-promoted cycloaddition reactions of 1-aryl-or 1-aryl-7-substituted-4-oxahepta-1, 6- diyne systems in DMSO have proven to involve an anionic intramolecular Diels-Alder process taking place even at room temperature in spite of the reaction suffering from temporary disruption of aromaticity. Although initially formed α-arylallenide anion can be protonated by DMSO, it can be back to the allenide anion probably because of a small ...