Issue 54, 2017

Practical in situ-generation of phosphinite ligands for palladium-catalyzed carbonylation of (hetero)aryl bromides forming esters

Abstract

An effective method for alkoxycarbonylation of (hetero)aryl bromides is developed in the presence of in situ-generated phosphinite ligands tBu2POR (R = nBu, nPr, Et or Me). For this purpose commercially available tBu2PCl was used as the pre-ligand in the presence of different alcohols. For the first time cross coupling reactions with two alcohols – one generating the ligand, the other used as substrate – were developed. Through this method, ligand optimization can be performed in a more efficient manner and the desired products could be obtained with good yields and selectivity.

Graphical abstract: Practical in situ-generation of phosphinite ligands for palladium-catalyzed carbonylation of (hetero)aryl bromides forming esters

Supplementary files

Article information

Article type
Communication
Submitted
12 Apr 2017
Accepted
09 Jun 2017
First published
12 Jun 2017

Chem. Commun., 2017,53, 7469-7472

Practical in situ-generation of phosphinite ligands for palladium-catalyzed carbonylation of (hetero)aryl bromides forming esters

L. Wang, H. Neumann, A. Spannenberg and M. Beller, Chem. Commun., 2017, 53, 7469 DOI: 10.1039/C7CC02828H

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