Electrochemical Tandem Cyclization of Unsaturated Oximes with Diselenides: A General Approach to Seleno Isoxazolines Derivatives with Quaternary Carbon Center. Issue 17 (5th May 2021)

• Record Type: Journal Article
• Authors: Gao, Wenchao; Li, Beibei; Zong, Luyi; Yu, Lintao; Li, Xuyang; Li, Qiyang; Zhang, Xu; Zhang, Sheng; Xu, Kun
• Is Part Of: European journal of organic chemistry. Issue 17(2021)
• Page Start: 2431
• Page End: 2435
• Publication Date: 2021-05-05
• Subjects: Electrochemical cyclization -- Organoselenides -- Oxidative cyclization -- Seleno isoxazoline -- Seleno radicals; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.202100294
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: Electrochemical oxidative tandem cyclization of unsaturated oximes with diselenides has been developed to provide a general access to seleno isoxazolines containing a quaternary carbon center (35 examples). This novel protocol features with mild reaction conditions (metal‐ and oxidant‐free), good functional group tolerance and promising scalability. Moreover, plausible reaction pathways have been proposed. Abstract : Electrochemical oxidative tandem cyclization of unsaturated oximes with diselenides has been developed to provide a general access to seleno isoxazolines (35 examples). This novel protocol features mild reaction conditions (metal‐ and oxidant‐free), good functional group tolerance (including ester, sulfone, heterocycles), and promising scalability. Moreover, two plausible reaction pathways have been proposed based on the cyclic voltammetry experiment.