用于钯催化芳基卤化物胺化反应的含氟标记氨基甲酸酯。

Fluorous-tagged carbamates for the pd-catalyzed amination of aryl halides.

作者信息

Trabanco Andrés A, Vega Juan A, Fernandez M Alejandro

机构信息

Johnson and Johnson Pharmaceutical Research and Development, Research and Early Development Europe, CNS-Psychiatry, Division of Janssen-Cilag, Medicinal Chemistry Department, Jarama 75, 45007 Toledo, Spain.

出版信息

J Org Chem. 2007 Oct 12;72(21):8146-8. doi: 10.1021/jo701573w. Epub 2007 Sep 18.

DOI:10.1021/jo701573w

PMID:17877407

Abstract

A novel fluorous-tagged ammonia surrogate has been synthesized and its application to the synthesis of anilines by Buchwald-Hartwig palladium-catalyzed amidation-hydrolysis protocol is described. Primary anilines were obtained in moderate to good yields after a sequence of two reaction steps involving fluorous separation techniques for their purification. Preliminary results indicate that N-substituted anilines can also be obtained using just N-substituted-FBoc carbamates as the nitrogen source.

摘要

一种新型的含氟标记氨替代物已被合成，并描述了其在布赫瓦尔德-哈特维希钯催化的酰胺化-水解协议合成苯胺中的应用。通过涉及氟相分离技术进行纯化的两个反应步骤序列后，以中等至良好的产率获得了伯苯胺。初步结果表明，仅使用N-取代的-FBoc氨基甲酸酯作为氮源也可以获得N-取代苯胺。