Journal
TETRAHEDRON
Volume 65, Issue 19, Pages 3893-3899Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2009.02.078
Keywords
N-Monoalkylation; N,N-Dialkylation; Amide; Aromatic amine; Carboxylic acid; Triphenylphosphine; DDQ
Categories
Funding
- Organization of Management and Planning of Iran
- Shiraz University Research Council
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Selective N-monoalkylation of aromatic amines with V and 2 alcohols and conversion of aromatic amines to amides are performed immediately and in excellent yields using triphenylphosphine (PPh3) and 2,3-dichloro-5,6- dicyanobenzoquinone (DDQ) in dichloromethane at room temperature. Symmetrical and unsymmetrical N,N-dialkylation of aromatic amines are also carried out in modest yield at room temperature by this reagent system. (C) 2009 Elsevier Ltd. All rights reserved.
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