The Trapping of Phenyldiazenes in Cycloaddition Reactions
The Trapping of Phenyldiazenes in Cycloaddition Reactions
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DOI：
10.1002/anie.201406175
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发表时间：
2014-10-13
影响因子：
16.6
通讯作者：
Heinrich, Markus R.
中科院分区：
文献类型：
--
作者：
Fehler, Stefanie K.;Pratsch, Gerald;Heinrich, Markus R.
苯二氮烯的反应性在20世纪60年代后期被深入研究，但对它们在酸性条件下的行为知之甚少。基于从苯基偶氮羧酸盐形成苯基二氮烯，本文描述了苯基二氮烯的反应如何可以被引导到离子或自由基途径。与呋喃的环加成反应导致哒嗪鎓盐代表了直接捕获苯基二氮烯并保留NN部分的第一个例子。
The reactivity of phenyldiazenes was studied intensively in the late 1960s, but not much is known about their behavior under acidic conditions. Based on the formation of phenyldiazenes from phenylazocarboxylates, we herein describe how reactions of phenyldiazenes can be directed into ionic or radical pathways. Cycloaddition reactions with furans leading to pyridazinium salts represent the first examples for the direct trapping of phenyldiazenes with conservation of the NN moiety.