Novel Synthesis of 2-Trichloromethyl-4-Vinyloxazoline and Its Derivatization by Ring Cleavage Reactions

Chemistry of Heterocyclic Compounds 2012
Liene Grigorjeva, Ansis Maļeckis, Kristīne Kļimoviča, Marija Skvorcova, Natalija Ivdra, Gundars Leitis, Aigars Jirgensons

A novel efficient and eco-friendly method for the synthesis of 2-trichloromethyl-4-vinyloxazoline is presented that involves Lewis acid-catalyzed cyclization of bisimidate derived from but-3-ene-1,2-diol. The derivatization potential of 2-trichloromethyl-4-vinyloxazoline is demonstrated by ring opening reactions with water, hydrobromic acid, hydrochloric acid, and acetic acid leading to allylamine derivatives.

Keywords
allyl amine, Lewis acids, oxazoline, trichloroacetimidate, cyclization
DOI
10.1007/s10593-012-1077-0
Hyperlink
http://link.springer.com/article/10.1007%2Fs10593-012-1077-0#

Grigorjeva, L., Maļeckis, A., Kļimoviča, K., Skvorcova, M., Ivdra, N., Leitis, G., Jirgensons, A. Novel Synthesis of 2-Trichloromethyl-4-Vinyloxazoline and Its Derivatization by Ring Cleavage Reactions. Chemistry of Heterocyclic Compounds, 2012, Vol.48, Iss.6, pp.919-924. e-ISSN 1573-8353. ISSN 0009-3122. Available from: doi:10.1007/s10593-012-1077-0

Publication language
English (en)