Nitrone cycloadditions to 1,2-diphenylcyclopropenes and subsequent transformations of the isoxazolidine cycloadducts.
1,3-Dipolar cycloaddition of C-aryl,N-aryl (or N-methyl) nitrones with a number of 1,2-diphenylcyclopropenes substituted at the C(3) position occurs with the formation of expected "normal" cycloadducts (with N-methylnitrones) and products of their subsequent transformations. Among them are corresponding alpha-acetophenyl aziridines and tetra (or penta) -arylpyrroles. Aziridines and the normal cycloadducts can be also thermally converted to such arylpyrroles with moderate to good yields. Substitution at the C(3( position of cyclopropenes by an electron acceptor group decreases the reactivity of cyclopropenes.
Diev
Vyacheslav V
VV
Department of Chemistry, St. Petersburg State University, 198504 Universitetsky pr. 26, St. Petersburg, Russian Federation.
Stetsenko
Oksana N
ON
Tung
Tran Q
TQ
Kopf
Jürgen
J
Kostikov
Rafael R
RR
Molchanov
Alexander P
AP