Copper‐Catalyzed Domino C−C Bond Cleavage of 2,3‐Unsubstituted Indoles/Indolines and Oxindoles via Oxidation and Directed Insertion of 2‐Aminopyridines: Direct Access to Quinazolinediones

Copper‐catalyzed domino C−C bond cleavage of 2,3‐unsubstituted Indole/Indolines and Oxindoles through oxygenation followed by insertion of 2‐aminopyridine has been described. This method implies the formation of two new C−N and C−O bonds using molecular oxygen as a sole oxidant for construction of h...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2018-08, Vol.360 (16), p.3009-3014
Main Authors: Ravi, Owk, Ramaraju, Andhavaram, Sridhar, Balasubramanian, Bathula, Surendar Reddy
Format: Article
Language:English
Subjects:
Chemical bonds
Cleavage
Copper
Cu-catalysed
C−C bond cleavage
Heterocyclic compounds
Indoles
Indolines
Insertion
Oxidation
Oxygen
Oxygenation
Quinazolinediones
Substrates
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Summary:Copper‐catalyzed domino C−C bond cleavage of 2,3‐unsubstituted Indole/Indolines and Oxindoles through oxygenation followed by insertion of 2‐aminopyridine has been described. This method implies the formation of two new C−N and C−O bonds using molecular oxygen as a sole oxidant for construction of highly valuable Quinazoline‐2,4(1H,3H)‐dione derivatives from readily available substrates.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201800536