Transformations of gem-dibromoarylcyclopropanes under nitrosation conditions on treatment with NOCl·(SO3)n


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The reaction of 2-aryl-1,1-dibromocyclopropanes with adduct NOCl·(SO3)n leading to 3-aryl-5-bromoisoxazoles as a result of nitrosation—heterocyclization of the cyclopropane ring was studied. The reaction is accompanied with electrophilic aromatic bromination. The mechanism of the transformation was discussed, the optimal reaction conditions to enhance the reaction selectivity were developed.

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O. Bondarenko

Department of Chemistry, M. V. Lomonosov Moscow State University

编辑信件的主要联系方式.
Email: bondarenko@org.chem.msu.ru
俄罗斯联邦, 1 Leninskie Gory, Moscow, 119992

A. Gavrilova

Department of Chemistry, M. V. Lomonosov Moscow State University

Email: bondarenko@org.chem.msu.ru
俄罗斯联邦, 1 Leninskie Gory, Moscow, 119992

S. Nikolaeva

Department of Chemistry, M. V. Lomonosov Moscow State University

Email: bondarenko@org.chem.msu.ru
俄罗斯联邦, 1 Leninskie Gory, Moscow, 119992

N. Zyk

Department of Chemistry, M. V. Lomonosov Moscow State University; Institute of Physiologically Active Compounds, Russian Academy of Sciences

Email: bondarenko@org.chem.msu.ru
俄罗斯联邦, 1 Leninskie Gory, Moscow, 119992; 1 Severnyi proezd, Chernogolovka, Moscow Region, 142432

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