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钯催化、氨基喹啉导向的膦酰胺酯和次膦酰胺的sp C-H键芳基化反应

Palladium-catalyzed, aminoquinoline-directed arylation of phosphonamidate and phosphinic amide sp C-H bonds.

作者信息

Nguyen Tung Thanh, Daugulis Olafs

机构信息

Department of Chemistry, University of Houston, Houston, TX 77204-5003, USA.

出版信息

Chem Commun (Camb). 2017 Apr 20;53(33):4609-4611. doi: 10.1039/c7cc02063e.

Abstract

Aminoquinoline-directed, palladium-catalyzed sp C-H bond arylation in phosphonamidates and phosphinic amides is reported. The reaction employs Pd(OAc) as a catalyst at 10 mol% loading and cesium phosphate or potassium carbonate as a base in 1,2-dichlorobenzene as a solvent. The directing group can be removed under basic conditions to afford phosphonic acid esters. The chemistry described here is the first example of unactivated sp C-H bond arylation by using a phosphorus-containing directing group.

摘要

报道了氨基喹啉导向的钯催化次膦酰胺和次膦酸酰胺中sp C-H键芳基化反应。该反应以10 mol%负载量的Pd(OAc)为催化剂,磷酸铯或碳酸钾为碱,在1,2-二氯苯溶剂中进行。导向基团可在碱性条件下脱除,得到膦酸酯。本文所述的化学方法是使用含磷导向基团实现未活化sp C-H键芳基化的首例。

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