Title
Synthesis of pyridopyrimidines by palladium-catalyzed isocyanide insertion Synthesis of pyridopyrimidines by palladium-catalyzed isocyanide insertion
Author
Faculty/Department
Faculty of Sciences. Chemistry
Publication type
article
Publication
Subject
Chemistry
Source (journal)
ACS catalysis
Volume/pages
4(2014) :1 , p. 40-43
ISSN
2155-5435
ISI
000329472600007
Carrier
E
Target language
English (eng)
Full text (Publishers DOI)
Affiliation
University of Antwerp
Abstract
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 CH activation protocol because both methods have been reported for the synthesis of 4-aminoquinazolines. We found that the CH 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.
E-info
https://repository.uantwerpen.be/docman/iruaauth/4aa903/82020fd3810.pdf
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