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铑催化脱羧环加成合成取代苯胺的路线。

Rhodium-catalyzed decarboxylative cycloaddition route to substituted anilines.

机构信息

Department of Chemistry, University of Utah, Salt Lake City, Utah 84112-0850, United States.

出版信息

J Org Chem. 2011 Jun 3;76(11):4686-91. doi: 10.1021/jo200236h. Epub 2011 May 2.

Abstract

A convenient method for preparing substituted anilines via a Rh-catalyzed [2 + 2 + 2] cycloaddition reaction of diynes and 2-oxazolone was discovered. The initial cycloaddition adducts undergo facile decarboxylation of carbon dioxide to afford aniline products. Reaction conditions are mild, and only 3 mol % Rh catalyst is required. High regioselectivity was observed when an unsymmetrical diyne was used as a starting material.

摘要

通过 Rh 催化的二炔和 2-噁唑啉的[2 + 2 + 2]环加成反应,发现了一种方便的方法来制备取代苯胺。初始环加成加合物经历二氧化碳的易脱羧反应,生成苯胺产物。反应条件温和,仅需 3 mol% Rh 催化剂。当使用不对称二炔作为起始原料时,观察到高区域选择性。

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