Copper??Mediated Cyanation of Aryl Halides by Activation of Benzyl Cyanide as the Cyanide Source

…, J Jin, Y Mei, P Lu, Y Wang

Index: Wen, Qiaodong; Jin, Jisong; Mei, Yuncai; Lu, Ping; Wang, Yanguang European Journal of Organic Chemistry, 2013 , # 19 p. 4032 - 4036

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Citation Number: 25

Abstract

Abstract Aryl nitriles were efficiently synthesized through copper-mediated cyanation of aryl halides using benzyl cyanide as the cyanide source. Aryl halides with various substituents on the aromatic ring afforded the corresponding aryl nitriles in 32–97% yields (25 examples). This reaction could also be carried on a gram scale by using commercially available reagents. Additionally, a C–H bond oxidation and a C–CN cleavage are ...

~59%

~64%

~85%

~90%

~77%

~94%

~91%

~90%

~85%

~82%

~80%

~81%

~66%

~70%

~83%

~50%

~59%

~68%

~94%

~40%

~63%

~97%

~58%

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