Anilines Made Easily: From Aldehydes to Tri-, Tetra-, and Pentasubstituted Anilines in Two Steps

Easy as one, two, three. Highly substituted anilines are accessible with unprecedented efficiency from the three‐component‐coupling reaction of O‐benzyl carbamate, aldehydes, and dienophiles followed by a new domino aromatization/deprotection reaction involving transfer hydrogenation (see scheme). E...

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Veröffentlicht in:Angewandte Chemie International Edition 2003-09, Vol.42 (37), p.4503-4507
Hauptverfasser: Neumann, Helfried, Jacobi von Wangelin, Axel, Klaus, Stefan, Strübing, Dirk, Gördes, Dirk, Beller, Matthias
Format: Artikel
Sprache:eng
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Zusammenfassung:Easy as one, two, three. Highly substituted anilines are accessible with unprecedented efficiency from the three‐component‐coupling reaction of O‐benzyl carbamate, aldehydes, and dienophiles followed by a new domino aromatization/deprotection reaction involving transfer hydrogenation (see scheme). EWG: electron‐withdrawing group.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200351484