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
a   Chang-Kung Chuang Institute, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200062, P. R. of China
,
Dawei Ma
b   State 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
a   Chang-Kung Chuang Institute, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200062, P. R. of China
› Institutsangaben
Financial support for this research from the Chinese Academy of Sciences (supported by the Strategic Priority Research Program, grant XDB20020200 & QYZDJ-SSW-SLH029) and the National Natural Science Foundation of China (Grant 21621002, 21831009 and 21991110) is acknowledged.


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.

Supporting Information



Publikationsverlauf

Eingereicht: 29. April 2022

Angenommen nach Revision: 17. Januar 2023

Artikel online veröffentlicht:
09. Februar 2023

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