Remote Functionalization of 8‐Substituted Quinolines with para‐Quinone Methides: Access to Unsymmetrical Tri(hetero)arylmethanes

A C(5)−H remote functionalization of 8‐aminoquinoline derivatives with para‐quinone methides, affording direct access to unsymmetrical tri(hetero)arylmethanes in 69–96 % yield is described. This method provides diverse tri(hetero)arylmethanes with a broad scope and in a regioselective manner. The tr...

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Veröffentlicht in:European journal of organic chemistry 2022-08, Vol.2022 (32), p.n/a
Hauptverfasser: Burra, Amarender G., Uredi, Dilipkumar, Motati, Damoder R., Fronczek, Frank R., Watkins, E. Blake
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Sprache:eng
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Zusammenfassung:A C(5)−H remote functionalization of 8‐aminoquinoline derivatives with para‐quinone methides, affording direct access to unsymmetrical tri(hetero)arylmethanes in 69–96 % yield is described. This method provides diverse tri(hetero)arylmethanes with a broad scope and in a regioselective manner. The transformation works well with electron‐rich and electron‐deficient substrates. An expedient method for the preparation of unsymmetrical tri(hetero)arylmethanes from para‐quinone methides and derivatives of 8‐aminoquinoline under copper catalysis is described.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.202200191