title: General and Mild Nickel-Catalyzed Cyanation of Aryl/Heteroaryl Chlorides with Zn(CN)2: Key Roles of DMAP.
abstract: A new and general nickel-catalyzed cyanation of hetero(aryl) chlorides using less toxic Zn(CN)2as the cyanide source has been developed. The reaction relies on the use of inexpensive NiCl2·6H2O/dppf/Zn as the catalytic system and DMAP as the additive, allowing the cyanation to occur under mild reaction conditions (50-80 °C) with wide functional group tolerance. DMAP was found to be crucial for successful transformation, and the reaction likely proceeds via a Ni(0)/Ni(II) catalysis based on mechanistic studies. The method was also successfully extended to aryl bromides and aryl iodides.
authors.affiliation: State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences , 345 Lingling Lu, Shanghai 200032, People's Republic of China.
authors.forename: Xingjie
authors.initials: X
authors.lastname: Zhang
authors.affiliation: State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences , 345 Lingling Lu, Shanghai 200032, People's Republic of China.
authors.forename: Aiyou
authors.initials: A
authors.lastname: Xia
authors.affiliation: State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences , 345 Lingling Lu, Shanghai 200032, People's Republic of China.
authors.forename: Haoyi
authors.initials: H
authors.lastname: Chen
authors.affiliation: State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences , 345 Lingling Lu, Shanghai 200032, People's Republic of China.
authors.forename: Yuanhong
authors.identifier: 0000-0003-1153-5695
authors.initials: Y
authors.lastname: Liu