Title

An efficient synthesis of tertiary amines from nitriles in aprotic solvents

Document Type

Article

Publication Date

8-15-2012

Abstract

Tertiary amines are utilized extensively as non-nucleophilic proton scavengers for a number of organic transformations. Herein we report the efficient syntheses of tertiary alkyl amines from their corresponding alkyl nitriles in the presence of a heterogeneous palladium catalyst and a source of dihydrogen in aprotic solvents. The reaction is atom economic, the conditions are mild, and the isolated yields are virtually quantitative. The degree of amine alkylation shows some solvent dependency; in polar protic solvents such as ethanol or methanol, the reaction affords a mixture of products with the secondary alkyl amine as the major product. © 2012 Elsevier Ltd. All rights reserved.

Publication Name

Tetrahedron Letters

Volume Number

53

First Page

4426

Last Page

4428

Issue Number

33

DOI

10.1016/j.tetlet.2012.06.044

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