Metal‐Free Organoselenium‐Enabled Radical Relay Azidation‐Carbocyclization. Issue 13 (7th May 2021)

• Record Type: Journal Article
• Authors: Wang, Xin; Guo, Sa; Zhang, Yan; Zhang, Zhiguo; Zhang, Guisheng; Ye, Yong; Sun, Kai
• Is Part Of: Advanced synthesis & catalysis. Volume 363:Issue 13(2021)
• Page Start: 3290
• Page End: 3296
• Publication Date: 2021-05-07
• Subjects: metal free -- radical relay -- azidation -- carbocyclization -- organoselenium; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.202100208
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: An organoselenium‐enabled radical relay Azidation‐carbocyclization reaction for the preparation of azide‐substituted quinoline‐2, 4‐diones was developed. A series of previously unknown structurally diverse azide‐ substituted quinoline‐2, 4‐diones were obtained under metal‐free and room‐temperature conditions. The key features of this reaction are a broad substrate scope, amenability to gram‐scale synthesis, and easy product derivatization. Preliminary mechanistic studies support participation of an organoselenium species in a radical relay pathway. Abstract :