Ligand-Promoted Rosenmund–von Braun Reaction

Quan Zhang; Dawei Ma

doi:10.1055/s-0042-1751414

Synlett, Table of Contents

Synlett 2023; 34(12): 1395-1398
DOI: 10.1055/s-0042-1751414

cluster

Special Issue Honoring Masahiro Murakami’s Contributions to Science

Ligand-Promoted Rosenmund–von Braun Reaction

Quan Zhang

^aChang-Kung Chuang Institute, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200062, P. R. of China

,

Dawei Ma∗

^bState Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, P. R. of China

^aChang-Kung Chuang Institute, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200062, P. R. of China

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Abstract

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Abstract

Two picolinamide ligands were found to have significant accelerating effect to classical Rosenmund–von Braun reaction, making the coupling of (hetero)aryl bromides with CuCN occur at 100–120 °C with good to excellent yields in most cases. A large number of functional groups and heterocycles were tolerated under these conditions, thereby providing a convenient and reliable approach for diverse synthesis of aryl nitriles.

Key words

aryl nitriles - cyanation - coupling reaction - ligand - copper cyanide

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References

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