New Synthetic Method for Allylic Isocyanates Through [3,3] Sigmatropic Rearrangement of Allylic Cyanates
New Synthetic Method for Allylic Isocyanates Through [3,3] Sigmatropic Rearrangement of Allylic Cyanates
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通过烯丙基氰酸酯的[3,3]西格玛重排合成烯丙基异氰酸酯的新方法
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发表时间：
1991
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通讯作者：
Y. Ichikawa
中科院分区：
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作者：
Y. Ichikawa
烯丙基氨基甲酸酯脱水是合成烯丙基氰酸酯的有效方法，在室温或低于室温时，烯丙基氰酸酯立即重排为烯丙基异氰酸酯。烯丙基异氰酸酯（6个实施例）的特征在于进一步与吡咯烷反应以提供稳定且易于分离的脲。该方法为从烯丙醇合成烯丙胺提供了一种有用的合成工具。审查了这一新方法的效率、范围和局限性。
Dehydration of allylic carbamates has been proved to be an effective method for the synthesis of allylic cyanates, which immediately rearrange to allylic isocyanates at or below ambient temperature. The allylic isocyanates (6 examples) were characterized by further reaction with pyrrolidine to provide stable and easily isolable ureas. This process offers a useful synthetic tool for the construction of the allylic amine moiety from allylic alcohols. The efficiency, scope and limitations of this new method were examined.