Palladium-catalyzed, Aminoquinoline-directed Arylation of Phosphonamidate and Phosphinic Amide Sp C-H Bonds

Overview

Journal Chem Commun (Camb)

Publisher Royal Society of Chemistry

Specialty Chemistry

Date 2017 Apr 11

PMID 28394374

Citations 2

Authors

Tung Thanh Nguyen

Olafs Daugulis

Affiliations

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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.

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