38940-44-2Relevant articles and documents
Organocatalytic Three-Component 1,2-Cyanoalkylacylation of Alkenes via Radical Relay
Gao, Yu,Quan, Yusheng,Li, Zhenjiang,Gao, Luoyu,Zhang, Zhihao,Zou, Xin,Yan, Rui,Qu, Yuanyuan,Guo, Kai
, p. 183 - 189 (2021)
Here, we report an unprecedented regioselective, intermolecular 1,2-cyanoalkylacylation of feedstock alkenes with readily available oxime esters and aldehydes by N-heterocyclic carbene (NHC) organocatalysis. The crux of this success is the exquisite control over the radical relay process by an NHC organocatalyst. This protocol offers a general platform for diversity-oriented synthesis of valuable ketonitriles under mild, transition-metal-free, and redox-neutral conditions and highlights its potential in the late-stage functionalization of pharmaceutical architectures and natural products.
Photocatalytic, Phosphoranyl Radical-Mediated N-O Cleavage of Strained Cycloketone Oximes
Xia, Peng-Ju,Ye, Zhi-Peng,Hu, Yuan-Zhuo,Song, Dan,Xiang, Hao-Yue,Chen, Xiao-Qing,Yang, Hua
supporting information, p. 2658 - 2662 (2019/04/25)
A photoinduced, phosphoranyl radical-mediated protocol for the direct N-O cleavage of strained cycloketone oximes via a polar/SET crossover process was developed for the first time. This visible-light-driven direct N-O activation mode for oxime offers beneficial features such as streamlined synthetic process and versatile photochemical reactivities. Consequently, the alkenes and α-trifluoromethyl alkenes with varied electronic and structural features acted as competent radical receptors in this protocol, enabling facile accesses to a range of elongated cyano and/or gem-difluoroalkene-bearing compounds.