Regioselective direct oxidative C–H cyanation of quinoline and its derivatives catalyzed by vanadium-containing heteropoly acids
Kazuya Yamaguchi , a Ning Xu , a Xiongjie Jin , a Kosuke Suzuki a and Noritaka Mizuno * a Show Affiliations Chem. Commun. , 2015, Advance Article DOI: 10.1039/C5CC02797G Received 03 Apr 2015, Accepted 13 May 2015 First published online 18 May 2015 http://pubs.rsc.org/en/content/articlelanding/2015/cc/c5cc02797g?iscitedby=True#!divAbstract Abstract A direct oxidative C–H cyanation of quinoline and its derivatives using trimethylsilyl cyanide as the cyano source and molecular oxygen as the terminal oxidant has been developed. In the presence of catalytic amounts of vanadium-containing heteropoly acids, e.g. , H 7 PV 4 Mo 8 O 40 , cyanation of various quinoline and its derivatives preferentially took place at the 4-position, affording the corresponding substituted 4-cyanoquinolines as the major products.