Easy Access to 1 H ‐Pyrrolo[3′,4′:5,6]pyrido[2,3‐ d ]pyrimidine‐2,4,6,8(3 H ,7 H )‐tetraone and Selectively N 7 ‐Substituted Analogues through Key Synthons
To synthesize unsubstituted pyrrolo[3′,4′:5,6] pyrido[2,3‐ d ]pyrimidine‐2,4,6,8‐tetraone, we have developed new synthon 4‐formyl‐3‐hydroxy‐2,5‐dioxo‐2,5‐dihydro‐1 H ‐pyrrole, which was then treated under mild conditions with 6‐aminouracil. This new synthetic pathway could be extended to the prepara...
Gespeichert in:
Veröffentlicht in: | European journal of organic chemistry 2015-11, Vol.2015 (32), p.7028-7035 |
---|---|
Hauptverfasser: | , , , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
Zusammenfassung: | To synthesize unsubstituted pyrrolo[3′,4′:5,6] pyrido[2,3‐
d
]pyrimidine‐2,4,6,8‐tetraone, we have developed new synthon 4‐formyl‐3‐hydroxy‐2,5‐dioxo‐2,5‐dihydro‐1
H
‐pyrrole, which was then treated under mild conditions with 6‐aminouracil. This new synthetic pathway could be extended to the preparation of
N
7
‐selectively substituted heterocycles by starting either from this new synthon or from its
N
‐substituted analogues. Examples of
N
1
,
N
7
‐disubstituted and
N
1
,
N
3
,
N
7
‐trisubstituted derivatives are also described. We have thus developed new synthons that lead to easy access to the unsubstituted pyrrolo[3′,4′:5,6]pyrido[2,3‐
d
]pyrimidine‐2,4,6,8‐tetraone skeleton and to selectively
N
7
‐substituted analogues. |
---|---|
ISSN: | 1434-193X 1099-0690 |
DOI: | 10.1002/ejoc.201500971 |