Efficient synthesis of biologically interesting 3,4-diaryl-substituted succinimides and maleimides: application of iron-catalyzed carbonylations.
A straightforward two-step synthesis of trans-3,4-disubstituted succinimides through a palladium-catalyzed Sonogashira reaction and an iron-catalyzed double carbonylation is described. In situ oxidative dehydrogenation gave the corresponding 3,4-diarylmaleimides. By starting from readily available aryl and heteroaryl halides, a variety of new analogues and derivatives of bioactive 3,4-bisindolylmaleimides are obtained in good yield and selectivity.
Prateeptongkum
Saisuree
S
Leibniz-Institut für Katalyse e.V. an der Universität Rostock, Albert-Einstein-Strasse 29a, 18059 Rostock, Germany.
Driller
Katrin Marie
KM
Jackstell
Ralf
R
Spannenberg
Anke
A
Beller
Matthias
M
D002384:Catalysis; D006801:Humans; D007501:Iron / Q000737:chemistry*; D008301:Maleimides / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D013388:Succinimides / Q000138:chemical synthesis* / Q000737:chemistry*
D008301:Maleimides; D013388:Succinimides; D007501:Iron