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Palladium‐Catalyzed Carbonylative Cyclization of Terminal Alkynes and Anilines to 3‐Substituted Maleimides
Author(s) -
Xu JianXing,
Wu XiaoFeng
Publication year - 2018
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.201800672
Subject(s) - chemistry , maleimide , phosphine , palladium , catalysis , carbon monoxide , carbonylation , isocyanate , ligand (biochemistry) , annulation , organic chemistry , maleic acid , combinatorial chemistry , polymer chemistry , biochemistry , receptor , polyurethane , polymer , copolymer
Herein, we describe an interesting palladium‐catalyzed protocol for the carbonylative synthesis of 3‐substituted maleimides. By annulation of simple anilines with terminal alkynes under carbon monoxide pressure, the desired 3‐substituted maleimides can be obtained in 50–85% yields. Additionally, with the addition of phosphine ligand, maleic acid isoimide can be obtained from the same substrates as well. With the presence of K 2 S 2 O 8 , the obtained maleic acid isoimide can be completely transformed to the corresponding maleimide.