An expedient Pd/DBU mediated cyanation of aryl/heteroaryl bromides with K4[Fe(CN)6].
A practical Pd(PPh(3))(4)/DBU catalytic system for the synthesis of pharmaceutically relevant aminopyridine nitrile intermediates, as well as a variety of other aryl nitriles using non-toxic K(4)[Fe(CN)(6)] has been developed. The key features of our new protocol for cyanation lie in that the reaction can be carried out with readily available Pd(PPh(3))(4) under mild and green conditions, even without the assistance of other ligands.
State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Shanghai, PR China.
Dengyou
D
Zhang
Haifeng
H
Sun
Lei
L
Zhang
Yu
Y
Zhou
Chunpu
C
Li
Hualiang
H
Jiang
Kaixian
K
Chen
Hong
H
Liu
D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000737:chemistry*; D001965:Bromides / Q000737:chemistry*; D002384:Catalysis; D056831:Coordination Complexes / Q000737:chemistry*; D005295:Ferrocyanides / Q000737:chemistry*; D008024:Ligands; D009570:Nitriles / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*
D019086:Bridged Bicyclo Compounds, Heterocyclic; D001965:Bromides; D056831:Coordination Complexes; D005295:Ferrocyanides; D008024:Ligands; D009570:Nitriles; C116383:ferrocyn; D010165:Palladium; C031033:1,8-diazabicyclo(5.4.0)undec-7-ene