Formal Lossen Rearrangement/[3+2] Annulation Cascade Catalyzed by a Modified Cyclopentadienyl RhIII Complex,Chemistry - A European Journal

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Formal Lossen Rearrangement/[3+2] Annulation Cascade Catalyzed by a Modified Cyclopentadienyl RhIII Complex
Chemistry - A European Journal ( IF 3.9 ) Pub Date : 2018-04-10 , DOI: 10.1002/chem.201801125
Takayuki Yamada ₁ , Yu Shibata ₁ , Susumu Kawauchi ₁ , Soichi Yoshizaki ₁ , Ken Tanaka ₁

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It has been established that a cyclopentadienyl Rh^III complex with two phenyl groups and a pendant amide moiety catalyzes the formal Lossen rearrangement/[3+2] annulation cascade of N‐pivaloyl benzamides and acrylamides with alkynes leading to substituted indoles and pyrroles. Mechanistic studies revealed that this cascade reaction proceeds via not the Lossen rearrangement to form anilides or enamides but C−H bond cleavage, alkyne insertion, and the formal Lossen rearrangement.

中文翻译：

修饰的环戊二烯基RhIII配合物催化形式的Lossen重排/ [3 + 2]环空级联反应

现已确定，具有两个苯基和一个侧基酰胺部分的环戊二烯基Rh ^III配合物催化N-新戊酰基苯甲酰胺和丙烯酰胺与炔烃的正式Lossen重排/ [3 + 2]环合级联反应，从而生成取代的吲哚和吡咯。机理研究表明，这种级联反应不是通过洛森重排形成苯胺或酰胺，而是通过CH键断裂，炔烃插入和形式上的洛森重排进行的。

更新日期：2018-04-10

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