Direct electrochemical α-cyanation of N-protected cyclic amines
Direct electrochemical α-cyanation of N-protected cyclic amines
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DOI：
10.1039/b816598j
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发表时间：
2009-01-01
影响因子：
3.2
通讯作者：
Onomura, Osamu
中科院分区：
文献类型：
--
作者：
Libendi, Samuel Shikuku;Demizu, Yosuke;Onomura, Osamu
使用直接电化学方法实现N-保护的环胺的α-氰化。未取代的N-保护的环胺容易地在α-位使用未分隔的池以高产率氰化;此外，α ′-取代的吡咯烷和α ′-、β ′-或γ-取代的哌啶的α-氰化以高产率和高至优异的非对映选择性顺利地进行。α-取代的N-氰基-吡咯烷和N-哌啶也在更高取代位置（α-位置）使用分隔槽以高产率和高区域选择性氰化。
alpha-Cyanation of N-protected cyclic amines was achieved using a direct electrochemical method. Unsubstituted N-protected cyclic amines were easily cyanated at the alpha-position using an undivided cell in high yields; moreover, alpha-cyanation of alpha'-substituted pyrrolidine and alpha'-, beta'- or gamma-substituted piperidines smoothly proceeded in high yield and with high to excellent diastereoselectivity. alpha-Substituted N-cyano-pyrrolidines and -piperidines were also cyanated at the more substituted position (the alpha-position) using a divided cell with high yield and high regioselectivity.