Synthesis of quinazolinones CpCo()-catalyzed C-H functionalization of primary amides with oxadiazolones
Multi-heteroatom heterocycle synthesis through direct C-H bond activation is methodologically appealing but synthetically challenging. An efficient double C-N bond formation sequence to prepare quinazolinones utilizing primary amides and oxadiazolones in a catalytic redox-neutral [CoCp*(CO)I 2 ]/AgS...
Gespeichert in:
Veröffentlicht in: | Organic & biomolecular chemistry 2023-04, Vol.21 (16), p.3335-3339 |
---|---|
Hauptverfasser: | , , , , , , , |
Format: | Artikel |
Sprache: | |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
Zusammenfassung: | Multi-heteroatom heterocycle synthesis through direct C-H bond activation is methodologically appealing but synthetically challenging. An efficient double C-N bond formation sequence to prepare quinazolinones utilizing primary amides and oxadiazolones in a catalytic redox-neutral [CoCp*(CO)I
2
]/AgSbF
6
system, where oxadiazolone could function as an internal oxidant to maintain the catalytic cycle, is reported. Amide-directed C-H bond activation and oxadiazolone decarboxylation are key to the success of this traceless, atom- and step-economic, and cascade approach for the construction of the quinazolinone skeleton.
An efficient primary amide-directed C-H functionalization for the construction of quinazolinones was developed, where a double C-N bond was formed. |
---|---|
ISSN: | 1477-0520 1477-0539 |
DOI: | 10.1039/d3ob00387f |