Synthesis of Pyridopyrimidines by Palladium-Catalyzed Isocyanide Insertion

Verónica Estévez, Gitte Van Baelen, Babette H. Lentferink, Tjøstil Vlaar, Elwin Janssen, Bert U.W. Maes, Romano V.A. Orru, Eelco Ruijter

Research output: Contribution to JournalArticleAcademicpeer-review


A new synthetic approach to 4-aminopyrido[2,3-d]pyrimidines and 4-aminopyrido[3,2-d]pyrimidines based on palladium-catalyzed reaction of isocyanides with readily available N-(bromopyridyl)amidines is reported. The target heterocycles were obtained in generally good to excellent yield. For the two regioisomeric pyrimidopyrimidines, we compared our approach involving oxidative addition with the analogous C-H activation protocol because both methods have been reported for the synthesis of 4-aminoquinazolines. We found that the C-H activation protocol does not allow one to obtain the target pyridopyrimidines, but the imidoylative cross-coupling protocol provided a new entry to the synthesis of these medicinally important scaffolds. © 2013 American Chemical Society.
Original languageEnglish
Pages (from-to)40-43
Number of pages4
JournalACS Catalysis
Issue number4
Publication statusPublished - 3 Jan 2014


  • cross-coupling
  • heterocycles
  • homogeneous catalysis
  • insertion reactions
  • isocyanides
  • palladium


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