铜催化的氧化还原活性肟酯、苯乙烯和硼酸的自由基交叉偶联反应
Copper-Catalyzed Radical Cross-Coupling of Redox-Active Oxime Esters, Styrenes, and Boronic Acids.
作者信息
Yu Xiao-Ye, Zhao Quan-Qing, Chen Jun, Chen Jia-Rong, Xiao Wen-Jing
机构信息
CCNU-uOttawa Joint Research Centre, Hubei International Scientific and Technological Cooperation Base of Pesticide and Green Synthesis, Key Laboratory of Pesticides & Chemical Biology Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei, 430079, China.
State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, 730000, China.
出版信息
Angew Chem Int Ed Engl. 2018 Nov 19;57(47):15505-15509. doi: 10.1002/anie.201809820. Epub 2018 Oct 19.
A visible-light-driven, copper-catalyzed three-component radical cross-coupling of oxime esters, styrenes, and boronic acids has been developed. Key steps of this protocol involve catalytic generation of an iminyl radical from a redox-active oxime ester and subsequent C-C bond cleavage to generate a cyanoalkyl radical. Upon its addition to styrene, the newly formed benzylic radical undergoes coupling with a boronic-acid-derived ArCu complex to achieve 1,1-diarylmethane-containing alkylnitriles.
已开发出一种可见光驱动、铜催化的肟酯、苯乙烯和硼酸的三组分自由基交叉偶联反应。该反应的关键步骤包括从氧化还原活性肟酯催化生成亚胺基自由基，随后进行碳-碳键裂解以生成氰基烷基自由基。新形成的苄基自由基加成到苯乙烯上后，会与硼酸衍生的ArCu配合物发生偶联，从而得到含1,1-二芳基甲烷的烷基腈。
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