Negative, the sp2 carbon (ipso carbon of phenyl triflate) would not react with amide ion via either Sn1 or Sn2 mechanism. the high reactivity of benzylic position toward substitution reaction is attributed to the stability of reaction intermediate. This reason can not stand well in this case. But it does not mean that this reaction will not go. A point that I must emphasize here is "the reaction mechanism". Phenyl triflate, in which a good leaving group is contained, "might" react with strong nucleophile under strong conditions. It undergoes SnAr mechanism. But in fact, this reaction occurs via benzyne mechanism instead of SnAr because that SnAr takes place while strong electron- withdrawing groups are contained in phenyl trilate. The simple "unactivated" phenyl trilate shows very poor activity toward SnAr. On the other hand, benzyne mechanism is a possible pathway to transfer phenyl triflate to aniline. The difficulty of the use of NaNH2 is the major problem to utilize this reaction to transfer phenyl triflate to aniline. Thus, the alternative "transition-metal-catalyzed" amination is wildly adopted to do amination. For example, Buchwald-Hartwig amination transfers aromatic halide or aromatic triflate to N-substituted aniline in the presence of palladium catalyst with moderate to high yield and relatively mild reaction conditions. ※ 引述《CsmuKoji (hiphop MUSIC ￾  ￾)》之铭言： : 可以从phenyl triflate然後加 NaNH2 : 走benzylic的反应机构 然後得 aniline吗 : 不好意思 突然想到的 ^^" : ※ 引述《volley (生涯第一支全垒打)》之铭言： : : 我猜...先做成phenyl triflate,再用钯催化进行Hartwig amination, : : 得到N-ethylaniline,以过量碘甲烷与之反应得到ammonium salt後 : : 进行Hoffmann elimination即可... : : 真麻烦. -- A:一颗快速直球...让你投得既不快速又没有尾劲,失败... 滑球一出手,没弧度...失败.. 曲球不会弯曲..失败... 指叉球又掉不下来,一投就被打全垒打~失败中的失败 最惨的就是打者了,根本打不到球,还被触身!!你有没有搞错!!!!! 喂!!触身咧...喂!!触身打到我了你有没有看到!!!!! B:叫防护员上来冰敷吧! --

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