A mild electroassisted synthesis of (hetero)arylphosphonates.

Org Biomol Chem

Électrochimie et Synthèse Organique, Université Paris Est, ICMPE (UMR 7182), CNRS, UPEC, F-94320 Thiais, France.

Published: June 2018

The electrochemically-assisted synthesis of (hetero)arylphosphonates from (hetero)aryl halides and dimethyl phosphite is described. Very mild and simple conditions are employed as the cross-coupling is carried out in galvanostatic mode, in an undivided cell at room temperature, using NiBr2bpy as the easily available pre-catalyst and acetonitrile as the solvent. In addition, both aryl bromides and iodides can be used as well, providing the corresponding (hetero)arylphosphonates in generally good yields. A mechanism involving the in situ generation of a Ni ate complex is proposed.

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http://dx.doi.org/10.1039/c8ob00500aDOI Listing

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A mild electroassisted synthesis of (hetero)arylphosphonates.

Org Biomol Chem

June 2018

Électrochimie et Synthèse Organique, Université Paris Est, ICMPE (UMR 7182), CNRS, UPEC, F-94320 Thiais, France.

The electrochemically-assisted synthesis of (hetero)arylphosphonates from (hetero)aryl halides and dimethyl phosphite is described. Very mild and simple conditions are employed as the cross-coupling is carried out in galvanostatic mode, in an undivided cell at room temperature, using NiBr2bpy as the easily available pre-catalyst and acetonitrile as the solvent. In addition, both aryl bromides and iodides can be used as well, providing the corresponding (hetero)arylphosphonates in generally good yields.

View Article and Find Full Text PDF

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