Zhang Ke, Liu Xiao-Fei, Zhang Wen-Zhen, Ren Wei-Min, Lu Xiao-Bing
State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116024, PR China.
Org Lett. 2022 May 20;24(19):3565-3569. doi: 10.1021/acs.orglett.2c01267. Epub 2022 May 9.
Direct electrocarboxylation of various -acylimines with atmospheric CO is achieved in an undivided cell under mild conditions, affording substituted α-amino acids in yields of 62-95%. This reaction is conducted with high efficiency using triethanolamine as an external reductant under nonsacrificial anode conditions, and can be facilely performed on gram scale. Preliminary mechanistic studies including cyclic voltammetry and control experiments support -radical carbanion as the key intermediate.
在温和条件下,于未分隔的电解池中实现了各种α-酰亚胺与大气中的CO直接进行电羧化反应,以62% - 95%的产率得到取代的α-氨基酸。该反应在非牺牲阳极条件下,使用三乙醇胺作为外部还原剂高效进行,并且可以轻松地在克级规模上进行。包括循环伏安法和对照实验在内的初步机理研究支持以自由基碳负离子作为关键中间体。