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Novel reactions of arylmalonate carbanions. The reaction with phenyl isocyanate resulting in carbamates by 1,3-C→N migration of the ethoxycarbonyl group
Authors:O. A. Linchenko  I. Yu. Krasnova  P. V. Petrovskii  I. A. Garbuzova  V. N. Khrustalev  Yu. G. Gololobov
Affiliation:(1) A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 119991 Moscow, Russian Federation
Abstract:The reactions of carbanions of diethyl phenyl and 4-nitrophenylmalonates with phenyl isocyanate occur with 1,3-C→N migration of the ethoxycarbonyl group to form the corresponding adducts. The introduction of NO2 groups into the benzene ring of arylmalonates inhibits the reaction. Dedicated to Academician V. A. Tartakovsky on the occasion of his 75th birthday. Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 8, pp. 1608–1610, August, 2007.
Keywords:substituted carbamates  phenyl isocyanate  phenyl, 4-nitrophenyl, and 2,4-dinitrophenylmalonates  C→  N migration of ethoxycarbonyl group  X-ray diffraction analysis
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