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Iron‐Catalyzed Reductive Ethylation of Imines with Ethanol
Authors:Marie Vayer  Dr. Sara P. Morcillo  Jennifer Dupont  Prof. Vincent Gandon  Dr. Christophe Bour
Affiliation:1. ICMMO, CNRS UMR 8182, Univ Paris-Sud, Université Paris-Saclay, Orsay cedex, France;2. Laboratoire de Chimie Moléculaire, CNRS UMR 9168, Ecole Polytechnique, Université Paris-Saclay, Palaiseau cedex, France
Abstract:The borrowing hydrogen strategy has been applied to the ethylation of imines with an air‐stable iron complex as precatalyst. This approach opens new perspectives in this area as it enables the synthesis of unsymmetric tertiary amines from readily available substrates and ethanol as a C2 building block. A variety of imines bearing electron‐rich aryl or alkyl groups at the nitrogen atom could be efficiently reductively alkylated without the need for molecular hydrogen. The mechanism of this reaction, which shows complete selectivity for ethanol over other alcohols, has been studied experimentally and by means of DFT computations.
Keywords:amines  borrowing hydrogen  catalysis  ethylation  iron
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