Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2013, Issue 19, Pages 4032-4036Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201300052
Keywords
Cyanation; Copper; Aromatic substitution; Cyanides
Categories
Funding
- National Nature Science Foundation of China (NSFC) [21272203, 21032005, J1210042]
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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 proposed to be involved in this cascade process.
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