Co-Catalyzed Cross-Coupling Reaction of Alkyl Fluorides with Alkyl Grignard Reagents
Co-Catalyzed Cross-Coupling Reaction of Alkyl Fluorides with Alkyl Grignard Reagents
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DOI：
10.1021/acs.orglett.7b01370
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发表时间：
2017-07-21
期刊：
影响因子：
5.2
通讯作者：
Kambe, Nobuaki
中科院分区：
文献类型：
--
作者：
Iwasaki, Takanori;Yamashita, Koji;Kambe, Nobuaki
介绍了在CoCl2/LiI/1,3-戊二烯催化体系下，未活化的氟烷基与烷基格氏试剂的交叉偶联反应。该反应在温和的条件下顺利地劈开了C-F键，并在位阻叔烷基格氏试剂的作用下实现了烷基-烷基交叉偶联。由于烷基氟化物对许多试剂和催化中间体都是惰性的，因此使用本反应可以通过结合传统转化来构建碳框架的新多步合成路线。
The cross-coupling reaction of unactivated alkyl fluorides with alkyl Grignard reagents by a CoCl2/LiI/1,3-pentadiene catalytic system is described. The present reaction smoothly cleaved C-F bonds under mild conditions and achieved alkyl-alkyl cross-coupling even when sterically hindered tertiary alkyl Grignard reagents were employed. Since alkyl fluorides are inert toward many reagents and catalytic intermediates, the use of the present reaction enables a new multistep synthetic route to construct carbon frameworks by combining conventional transformations.