I 2 ‐Mediated Iodization/ [3+2] Cycloaddition/Nucleophilic Addition Tandem Reaction: Synthesis of Polyheterocycles Bearing Furoquinoline and Maleimide | Zendy

Du Sidong | Zendy; Pi Chao | Zendy; Wan Ting | Zendy; Wu Yangjie | Zendy; Cui Xiuling | Zendy

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I 2 ‐Mediated Iodization/ [3+2] Cycloaddition/Nucleophilic Addition Tandem Reaction: Synthesis of Polyheterocycles Bearing Furoquinoline and Maleimide

Author(s) -

Du Sidong,

Pi Chao,

Wan Ting,

Wu Yangjie,

Cui Xiuling

Publication year - 2019

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201801433

Subject(s) - maleimide , chemistry , cycloaddition , quinoline , nucleophilic addition , nucleophile , tandem , medicinal chemistry , stereochemistry , combinatorial chemistry , organic chemistry , catalysis , materials science , composite material

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 I 2 , including iodization, [3+2] cycloaddition and nucleophilic addition reactions. I 2 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.

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