Title of article
Novel Mannich-type nucleophilic substitution reaction with tertiary aromatic amines
Author/Authors
Takahashi، نويسنده , , Hiroyasu and Kashiwa، نويسنده , , Nobuyuki and Hashimoto، نويسنده , , Yuichi and Nagasawa، نويسنده , , Kazuo، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2002
Pages
4
From page
2935
To page
2938
Abstract
A novel formaldehyde-mediated condensation reaction of N,N-dialkyl aromatic amines and resonance-stabilized carbon nucleophiles is described. A condensation reaction between N,N-dimethylaniline (4) and ethyl acetoacetate (8) in the presence of formaldehyde in acetic acid took place to give 2-(4-dimethylaminobenzyl)-3-oxo butyric acid ethyl ester (9) together with the dimerization product 7 in 73 and 21% yields, respectively. This condensation reaction was further applied to the synthesis of 4-substituted dialkylaniline derivatives.
Journal title
Tetrahedron Letters
Serial Year
2002
Journal title
Tetrahedron Letters
Record number
1651151
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