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Electrophilic addition to norbornene derivatives containing CF3 and NO2 groups

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Russian Chemical Bulletin Aims and scope

Abstract

Electrophilic sulfenylation, selenenation, and halogenation of bicyclo[2.2.1]heptenes containing CF3 or NO2 group in position endo-5 were studied. The sulfenylation and selenenation were accomplished by arylsulfene- and arylselenenamides activated by POHal3 (Hal = Br, Cl), and iodination was performed by KICl2. The reactions are regiospecific and involve an exo-attack of the electrophilic fragment (arylthio or arylseleno group or iodine) on the C=C bond atom located closer to the CF3 or NO2 group.

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Authors and Affiliations

  1. Department of Chemistry, M. V. Lomonosov Moscow State University, 1 Leninskie Gory, 119992, Moscow, Russian Federation

    N. V. Zyk, E. K. Beloglazkina, S. E. Sosonyuk, M. N. Bulanov & R. L. Antipin

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  1. N. V. Zyk
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  2. E. K. Beloglazkina
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  3. S. E. Sosonyuk
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  4. M. N. Bulanov
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  5. R. L. Antipin
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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 6, pp. 1445–1448, June, 2005.

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Zyk, N.V., Beloglazkina, E.K., Sosonyuk, S.E. et al. Electrophilic addition to norbornene derivatives containing CF3 and NO2 groups. Russ Chem Bull 54, 1488–1491 (2005). https://doi.org/10.1007/s11172-005-0432-z

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  • DOI: https://doi.org/10.1007/s11172-005-0432-z

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