Redox‐Neutral α‐Allylation of Amines by Combining Palladium Catalysis and Visible‐Light Photoredox Catalysis

• DOI: 10.1002/anie.201409999
• Publication Date: 2014-12-10T14:38:45Z
• Authors: Jun Xuan; Ting‐Ting Zeng; Zhu‐Jia Feng; Qiao‐Hui Deng; Jia‐Rong Chen; Liang‐Qiu Lu; Wen‐Jing Xiao; Howard Alper
• Keywords: 01 natural sciences; 0104 chemical sciences

AbstractAn unprecedented α‐allylation of amines was achieved by combining palladium catalysis and visible‐light photoredox catalysis. In this dual catalysis process, the catalytic generation of allyl radical from the corresponding π‐allylpalladium intermediate was achieved without additional metal reducing reagents (redox‐neutral). Various allylation products of amines were obtained in high yields through radical cross‐coupling under mild reaction conditions. Moreover, the transformation was applied to the formal synthesis of 8‐oxoprotoberberine derivatives which show potential anticancer properties.