Copper-mediated cyanation of aryl boronic acids using benzyl cyanide

Copper-mediated cyanation of aryl boronic acids using benzyl cyanide

An efficient copper-mediated synthesis of aryl nitriles from aryl boronic acids has been achieved using benzyl cyanide as a user-friendly cyanide source. Various aryl boronic acids underwent the reaction smoothly, affording the corresponding aryl nitriles in moderate to good yields. tert-Butyl hydro...

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Veröffentlicht in:Tetrahedron 2013-09, Vol.69 (39), p.8400-8404
Hauptverfasser: Luo, Yan, Wen, Qiaodong, Wu, Zhiyuan, Jin, Jisong, Lu, Ping, Wang, Yanguang
Format: Artikel
Sprache:eng
Schlagworte:
Aromatic compounds
Benzyl cyanide
Boronic acid
Copper catalysis
Cyanation
Cyanides
C–H oxidation
Nitriles
Synthesis
Tetrahedrons
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Zusammenfassung:An efficient copper-mediated synthesis of aryl nitriles from aryl boronic acids has been achieved using benzyl cyanide as a user-friendly cyanide source. Various aryl boronic acids underwent the reaction smoothly, affording the corresponding aryl nitriles in moderate to good yields. tert-Butyl hydroperoxide (TBHP) was found to be a critical agent facilitating the cyanation reaction. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2013.07.063