Richard Brugidou, J. Bazureau, J. Hamelin
1999
Citations
0
Influential Citations
4
Citations
Journal
Heteroatom Chemistry
Abstract
A range of various amines 2(a–i) was tested in transamination reactions using ethyl 2-(1H-benzimidazol-2-yl)-3-dimethylamino-acrylate 1a. The (E)-s-cis/trans conformation of some representative products 4 was analyzed by 1H and 13C NMR spectra. The C-2/C-3 bond of the compounds 3(a–i) is strongly polarized by a push-pull effect. In the same manner, reactions of ethyl 2-(benzoxazol-2-yl)-3-dimethylamino-acrylate 1c with 1,4-diaminobenzene 2i, ethylenediamine 2i, and 1,5-diaminomaphthalene 2k have been investigated and gave directly the corresponding symmetric bis-acrylates 4(a–c) in good yields. © 1999 John Wiley & Sons, Inc. Heteroatom Chem 10: 446–454, 1999