Reaction of N,N-Dialkyl-N-(trimethylsilyl)methyl-.GAMMA.-substituted Allylammonium Salts with Cesium Fluoride.
作者:Chen ZHANG、Yasuhiro MAEDA、Yoshiro SATO
DOI:10.1248/cpb.46.572
日期:——
The reaction of N, N-dialkyl-N-(trimethylsilyl)methyl-γ-(methoxycarbonyl or cyano)allylammonium salts (1e, g, h) with cesium fluoride in N, N-dimethylformamide (DMF) did not form the expected allyl rearrangement products 3 of N-methylides 2, and instead gave N, N-dialkyl-3-(methoxycarbonyl or cyano)-2-(fluoromethyl)propylamines (9e, g, h) as the main product. The reaction mechanism is discussed.
N,N-二烷基-N-(三甲基硅烷基)甲基-γ-(甲氧羰基或氰基)烯丙基铵盐(1e,g,h)与氟化铯在 N、N-甲基化物 2 的烯丙基重排产物 3,而是以 N,N-二烷基-3-(甲氧羰基或氰基)-2-(氟甲基)丙胺 (9e,g,h) 为主要产物。对反应机理进行了讨论。