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Nickel-catalyzed cyanation of aryl halides and triflates using acetonitrile via C–CN bond cleavage assisted by 1,4-bis(trimethylsilyl)-2,3,5,6-tetramethyl-1,4-dihydropyrazine†
Chemical Science ( IF 8.4 ) Pub Date : 2018-11-26 00:00:00 , DOI: 10.1039/c8sc04437f
Yohei Ueda 1, 2, 3, 4, 5 , Nagataka Tsujimoto 1, 2, 3, 4, 5 , Taiga Yurino 1, 2, 3, 4, 5 , Hayato Tsurugi 1, 2, 3, 4, 5 , Kazushi Mashima 1, 2, 3, 4, 5
Affiliation  

We developed a non-toxic cyanation reaction of various aryl halides and triflates in acetonitrile using a catalyst system of [Ni(MeCN)6](BF4)2, 1,10-phenanthroline, and 1,4-bis(trimethylsilyl)-2,3,5,6-tetramethyl-1,4-dihydropyrazine (Si–Me4-DHP). Si–Me4-DHP was found to function as a reductant for generating nickel(0) species and a silylation reagent to achieve the catalytic cyanation via C–CN bond cleavage.

中文翻译:

1,4-双(三甲基甲硅烷基)-2,3,5,6-四甲基-1,4-二氢吡嗪辅助的 乙腈通过C-CN键裂解,使镍催化的芳基卤化物和三氟甲磺酸氰化

我们开发了各种芳基卤化物和三氟甲磺酸酯的无毒的氰化反应在乙腈中使用的[镍(MeCN中)的催化剂体系6 ](BF 42,1,10-菲咯啉,和1,4-双(三甲基硅烷基) - 2,3,5,6-四甲基-1,4-二氢吡嗪(Si –Me 4 -DHP)。发现Si -Me 4 -DHP可用作生成镍(0)物种的还原剂和甲硅烷基化试剂,可通过C-CN键断裂实现催化氰化。
更新日期:2018-11-26
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