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A. Z. Kadzaeva, E. V. Trofimova, R. A. Gazzaeva, A. N. Fedotov, S. S. Mochalov
1,1-Dihalo-2-benzylcyclopropanes
in reaction with nitrous acid
Abstract
Interaction of 1, 1-dichloro- and 1,
1-dibromo-2-benzylcyclopropanes with in situ formed nitrous acid was
studied. It was shown that both a nitration of aromatic ring and a
heterocyclization of 1, 1-dihalo-2-benzylcyclopropanes take place. The
heterocyclization is initiated by an opening of cyclopropane ring in the
reaction with nitrosyl cation. The nature of the halogen atom in the
cyclopropane ring affects the regioselectivity of the reactions.
Copyright (C) Chemistry Dept., Moscow State University, 2002
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