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Preparation of 6-aminocyclohepta-2,4-dien-1-one Derivatives via Tricarbonyltroponeiron
Published on: August 12, 2019
Visible light mediated iron-catalyzed addition of oxamic acids to imines
Margaux Badufle1, Frédéric Robert1, Yannick Landais1
1Univ. Bordeaux, CNRS, Bordeaux INP, ISM, UMR 5255 F-33400 Talence France yannick.landais@u-bordeaux.fr.
Abstract:
Oxamic acids where shown to add to imines, providing a broad range of α-aminoacid amides in generally good yields. The process is efficient on pre-formed imines but may also be conducted using a 3-component strategy by simply mixing aldehydes, amines and oxamic acids in the presence of ferrocene, acting both as a photocatalyst under visible light and as a Lewis acid. The reaction proceeds through the addition onto the imine of a carbamoyl radical intermediate generated through a charge transfer from the carboxylate ligand to a Fe(iii) species (LMCT).
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