Visible-Light-Promoted Cross-Coupling of <i>O</i>-Aryl Oximes and Nitrostyrenes to Access Cyanoalkylated Alkenes
Jie Gao, Zhipeng Ye, Yufei Liu, Xian‐Chen He, Jianping Guan, Fang Liu, Kai Chen, Hao‐Yue Xiang, Xiaoqing Chen, Hua Yang
Abstract
A photoinduced, photocatalyst-free cyanoalkylation of nitrostyenes was explored, affording a series of cyanoalkylated alkenes in moderate to good yields. Mechanistic studies reveal that an electron donor–acceptor complex formed between O-aryl oximes and DIPEA is presumably involved in this process. The excellent functional group compatibility of this newly designed synthetic protocol allows for cyanoalkylation of structurally varied substrates, which offers an eco-friendly pathway for the assembly of cyanoalkylated alkenes.
Topics & Concepts
ChemistryArylFunctional groupCombinatorial chemistryMoleculeCompatibility (geochemistry)Environmentally friendlyPhotochemistryOrganic chemistryChemical engineeringBiologyAlkylEngineeringPolymerEcologyRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods