194468-49-0Relevant academic research and scientific papers
Addition of diazocyclopropane generated in situ to acrylic acid derivatives and transformations of resulting functionally substituted spiro(pyrazolinecyclopropanes)
Tomilov,Kostyuchenko,Shulishov,Nefedov
, p. 511 - 518 (1997)
The reaction of diazocyclopropane generated in situ with acrylonitrile or methyl acrylate to give 1 : 1, 1 : 2, and 2 : 1 cycloadducts was carried out. The products resulting from 1.3-dipolar cycloaddition and subsequent isomerization, viz., 3-cyano- and 3-methoxycarbonylspiro(2-pyrazoline-5,1 ′-cyclopropanes), isolated in the first step in -70% yield, react in an alkaline solution with the above acrylates or diazocyclopropane as C(3)-nucleophiles to give the corresponding 3-(2′-cyanoethyl)-, 3-(2′-methoxycarbonylethyl)-, or 3-(cyclopropylazo)-1-pyrazolines. The thermal deazotization of these pyrazolines to spiropentane derivatives was investigated.
