A Cleavage‐Modification‐Reassembly Process Catalyzed by Rhodium and Brønsted Acid for the Synthesis of Multi‐Substituted Anilines,Advanced Synthesis & Catalysis

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A Cleavage‐Modification‐Reassembly Process Catalyzed by Rhodium and Brønsted Acid for the Synthesis of Multi‐Substituted Anilines
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2020-03-22 , DOI: 10.1002/adsc.202000193
Xiangrong Liu ₁ , Guolan Xiao ₁ , Xinfang Xu ₁ , Zhenghui Kang ₁ , Dan Zhang ₁ , Wenhao Hu ₁

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A synergistic rhodium‐ and Brønsted acid‐ catalyzed reaction of quinone imine ketals with diazo compounds to access multi‐substituted anilines is presented here. This reaction takes place through a process involving C−O bond cleavage, modification of the leaving alcoholic fragment, and selective reassembly of the reactive fragments. Moderate enantioselectivities are achieved when a chiral 1,1’‐bi(2‐naphthol)‐based phosphoric acid is used.

中文翻译：

铑和布朗斯台德酸催化的裂解-修饰-重组过程合成多取代苯胺

此处介绍了铑和布朗斯台德酸的协同催化醌亚胺缩酮与重氮化合物的反应，以得到多取代的苯胺。该反应通过一个过程进行，该过程涉及CO键的裂解，剩余醇片段的修饰以及反应片段的选择性重组。当使用手性1,1'-bi（2-萘酚）基磷酸时，可实现中等对映选择性。

更新日期：2020-03-22

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