摘要/Abstract
以叔膦为介导,水为添加剂,在1,2-二氯乙烷溶剂中,叠氮化合物与三氟甲基取代α,β-不饱和酮为原料,发生连续Staudinger/Aza-Michael加成反应.所开发反应可以中等到优秀的收率(最高96%)获得氢胺化产物,并且能够实现克级规模制备目标产物.此方法有广泛的底物范围(30个底物).核磁共振磷谱监测实验验证了反应的启动步骤是叠氮与叔膦的Staudinger反应.
关键词: 叔膦, Staudinger反应, 氮杂Michael加成, 叠氮, 氢胺化, 烯烃
A phosphine-mediated Staudinger/Aza-Michael addition of azides with trifluoromethyl substituted α,β-unsaturated ketones was developed, giving hydroamination products in medium to good yields (up to 96%). The hydroamination products could be prepared on gram scale and a wide range of substrates are tolerated under the optimized reaction conditions (30 examples). 31P NMR experiments indicate that this reaction was initiated by Staudinger reaction of azide with phosphine.
Key words: phosphines, Staudinger reaction, aza-Michael addition, azides, hydroamination, alkenes
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