Selective N-Alkylation of Amines with Alcohols by Using Non-Metal-Based Acid-Base Cooperative Catalysis

Learning to cooperate: A straightforward method for the selective N‐mono‐ and dialkylation of amines with alcohols by means of non‐metal‐based catalysis promoted by TAPC is reported (see scheme). Selectivity of the N‐mono‐ and dialkylation, substrate scope and functional‐group tolerance are highligh...

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Bibliographic Details
Published in:Chemistry : a European journal 2011-10, Vol.17 (44), p.12262-12267
Main Authors: Du, Ya, Oishi, Shunsuke, Saito, Susumu
Format: Article
Language:English
Subjects:
Alcohols
Aliphatic compounds
alkylation
Amines
Catalysis
Chemistry
cooperative catalysis
hydrogen bonds
Learning
nucleophilic substitution
Selectivity
Substrates
Tolerances
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Summary:Learning to cooperate: A straightforward method for the selective N‐mono‐ and dialkylation of amines with alcohols by means of non‐metal‐based catalysis promoted by TAPC is reported (see scheme). Selectivity of the N‐mono‐ and dialkylation, substrate scope and functional‐group tolerance are highlighted with respect to each amine (1° and 2°; aromatic and aliphatic) and alcohol (1°, 2° and 3°; benzylic and aliphatic) component.
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201102446