Journal
TETRAHEDRON LETTERS
Volume 53, Issue 25, Pages 3156-3160Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2012.04.054
Keywords
Lithium-arene; Aldehydes; Reductive amination; Secondary amines; DFT methods
Categories
Funding
- CONICET (Consejo Nacional de Investigaciones Cientificas y Tecnicas)
- ANPCyT (Agencia Nacional de Promocion Cientifica y Tecnologica)
- SGCyT-UNS (Secretaria General de Ciencia y Tecnica - Universidad Nacional del Sur) from Argentina
Ask authors/readers for more resources
A simple one-pot procedure for the direct reductive amination of aldehydes using lithium powder and a catalytic amount of 4,4'-di-tert-butylbiphenyl (DTBB) or a polymer supported naphthalene as reducing system is described. The direct reductive amination of a variety of aldehydes with primary amines was achieved simply by adding a mixture of the corresponding carbonyl compound and the amine, over a solution of the lithium arenide in THF at room temperature. For most of the substrates tested the main reaction products were the secondary amines along with variable amounts of the corresponding alcohol and/or imine products. Theoretical DFT calculations have been applied in order to explain the differences in reactivity observed for aromatic substrates. (C) 2012 Elsevier Ltd. All rights reserved.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available