Premium
Synthesis of 4‐(Iso)Quinolinyl‐3( 2H )‐furanones from (Iso)Quinoline N ‐oxides and 1,4‐Diyn‐3‐ones: A Comparison of Copper Catalysis and Metal‐free Reaction
Author(s) -
Li Xuetong,
Wang Tao,
Zhang Zunting
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.201801382
Subject(s) - quinoline , isoquinoline , chemistry , catalysis , derivatization , copper , pyridine , metal , combinatorial chemistry , organic chemistry , high performance liquid chromatography
Abstract A facile synthesis of (iso)quinolinyl‐3( 2H )‐furanones from (iso)quinoline N ‐oxides and 1,4‐diyn‐3‐ones in the presence of copper catalyst or under metal‐free conditions was developed. The resulting (iso)quinolinyl‐3( 2H )‐furanones could be easily converted to (iso)quinolinyl‐isoxazoles, pyrazoles and polycyclic (iso)quinoline derivatives. In addition, the success in one‐pot, metal‐free synthesis of isoquinolinyl‐3( 2H )‐furanone starts from isoquinoline shows the capacity of this method for the metal‐free derivatization of pyridine, quinoline and isoquinoline.