H. Kubota, K. Rice
May 7, 1998
Citations
0
Influential Citations
41
Citations
Journal
Tetrahedron Letters
Abstract
Abstract We examined the palladium-catalyzed cyanation of hindered, electron-rich aryl triflates by zinc cyanide using 2-methoxyphenyl trifluoromethanesulfonate ( 4 ) as a model compound. The reaction with two equivalents of Zn(CN) 2 and catalytic Pd(PPh 3 ) 4 in DMF at 120°C for 2 hr afforded 2-methoxy-benzonitrile ( 5 ) in 81% yield. The synthesis of 3-cyano-3-desoxynaltrexone( 3 ), which had not previouly been obtained by the reaction with potassium or sodium cyanide as a cyanide source, was achieved by applying this procedure to its corresponding triflate 2 .