Issue 10, 2016

The promoting effect of pyridine ligands in the Pd-catalysed Heck–Matsuda reaction

Abstract

An efficient Pd-catalyzed arylation reaction of challenging acyclic olefins, in the presence of an organic ligand, has been disclosed. Commercially available cheap pyridine-based ligands are able to promote good to excellent yields for poorly efficient Heck–Matsuda arylation reactions of several allylic alcohols. A wide range of electronically different arenediazonium salts bearing either electron-releasing or withdrawing groups have been used allowing the synthesis of a range of β-aryl-methoxy-lactols. The catalytic system has been optimised, along with the reaction conditions, in order to achieve remarkable yields in less than 1 h.

Graphical abstract: The promoting effect of pyridine ligands in the Pd-catalysed Heck–Matsuda reaction

Supplementary files

Article information

Article type
Paper
Submitted
01 Jun 2016
Accepted
02 Sep 2016
First published
19 Sep 2016

New J. Chem., 2016,40, 8855-8862

The promoting effect of pyridine ligands in the Pd-catalysed Heck–Matsuda reaction

W. Khodja, A. Leclair, J. Rull-Barrull, F. Zammattio, K. V. Kutonova, M. E. Trusova, F. Felpin and M. Rodriguez-Zubiri, New J. Chem., 2016, 40, 8855 DOI: 10.1039/C6NJ01717G

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