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Synthesis and c-alkylating properties of methyl 2-(benzenesulfonylimino)-3,3,3-trifluoropropionate

  • Organic Chemistry
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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    The first representative of an imine derivative of trifluoropyrotartaric acid has been obtained, viz., methyl 2-(benzenesulfonylimino)-3,3,3-trifluoropropionate, and its ability to C-alkylate N,N-dimethylaniline, indole, 2-methylindole, 1-methyl-2-phenylindole, 2-phenylindole, and thiophene has been demonstrated.

  2. 2.

    C-alkylation of aromatic π-systems by methyl 2-(benzenesulfonylimino)-3,3,3-trifluoropropionate is regiospecific at the site of maximum π-density and is hindered by increasing the hardness of the π-base.

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Literature cited

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Authors and Affiliations

  1. A. N. Nesmeyanov Institute of Heteroorganic Compounds, Academy of Sciences of the USSR, Moscow

    S. N. Osipov, N. D. Chkanikov, A. F. Kolomiets & A. V. Fokin

Authors
  1. S. N. Osipov
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  2. N. D. Chkanikov
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  3. A. F. Kolomiets
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  4. A. V. Fokin
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 6, pp. 1384–1387, June, 1986.

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Osipov, S.N., Chkanikov, N.D., Kolomiets, A.F. et al. Synthesis and c-alkylating properties of methyl 2-(benzenesulfonylimino)-3,3,3-trifluoropropionate. Russ Chem Bull 35, 1256–1259 (1986). https://doi.org/10.1007/BF00956610

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  • DOI: https://doi.org/10.1007/BF00956610

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