I2‐Mediated Iodization/ [3+2] Cycloaddition/Nucleophilic Addition Tandem Reaction: Synthesis of Polyheterocycles Bearing Furoquinoline and Maleimide. Issue 8 (20th February 2019)

• Record Type: Journal Article
• Authors: Du, Sidong; Pi, Chao; Wan, Ting; Wu, Yangjie; Cui, Xiuling
• Is Part Of: Advanced synthesis & catalysis. Volume 361:Issue 8(2019)
• Page Start: 1766
• Page End: 1770
• Publication Date: 2019-02-20
• Subjects: Iodine -- Radical Process -- Tandem Reactions -- Metal Free -- Polyheterocycles; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.201801433
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: An unprecedented metal‐free approach to polyheterocycles bearing furoquinoline and C2‐maleimide‐substituted quinoline has been developed with easily available quinoline N ‐oxides and maleimides via tandem reactions mediated by I2, including iodization, [3+2] cycloaddition and nucleophilic addition reactions. I2 acts as a halogenating agent to promote the subsequent [1, 5]‐sigma rearrangement. Two C−O bonds, three C−C bonds and a quaternary carbon center were formed in "one pot" manner. Abstract :