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Defluorinative Diborasodiation of Benzotrifluorides with Bis(pinacolato)Diboron and Sodium
Asian Journal of Organic Chemistry ( IF 2.8 ) Pub Date : 2021-04-14 , DOI: 10.1002/ajoc.202100206 Shiori Ito 1 , Fumiya Takahashi 1 , Hideki Yorimitsu 2
Asian Journal of Organic Chemistry ( IF 2.8 ) Pub Date : 2021-04-14 , DOI: 10.1002/ajoc.202100206 Shiori Ito 1 , Fumiya Takahashi 1 , Hideki Yorimitsu 2
Affiliation
Treatment of benzotrifluorides with sodium dispersion in the presence of bis(pinacolato)diboron results in diborative reduction to yield the corresponding diborylbenzylsodium species. The anionic species react not only with reactive organic halides but also with aromatic carbonyl compounds to yield the corresponding alkenylboron compounds via Peterson-type olefination. The success of the generation of the diborylbenzylsodium species lies in immediate capture of initially formed unstable difluorobenzylsodium with co-existing reduction-resistant bis(pinacolato)diboron.
中文翻译:
用双(频哪醇)二硼和钠对三氟化苯进行脱氟二硼氢化反应
在双(频哪醇)二硼存在下用钠分散体处理苯三氟化物导致二硼化还原以产生相应的二硼基苄基钠物质。阴离子物质不仅与反应性有机卤化物反应,而且与芳香羰基化合物反应,通过彼得森型烯化反应生成相应的烯基硼化合物。二硼基苄基钠物种的产生成功在于立即捕获最初形成的不稳定二氟苄基钠与共存的抗还原双(频哪醇)二硼。
更新日期:2021-06-10
中文翻译:
用双(频哪醇)二硼和钠对三氟化苯进行脱氟二硼氢化反应
在双(频哪醇)二硼存在下用钠分散体处理苯三氟化物导致二硼化还原以产生相应的二硼基苄基钠物质。阴离子物质不仅与反应性有机卤化物反应,而且与芳香羰基化合物反应,通过彼得森型烯化反应生成相应的烯基硼化合物。二硼基苄基钠物种的产生成功在于立即捕获最初形成的不稳定二氟苄基钠与共存的抗还原双(频哪醇)二硼。