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Cyclization of ethyl endo-5-norbornene-2-carboxylate with hetarene sulfenyl chlorides

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Abstract

Cyclization of ethyl endo-5-norbornene-2-carboxylate with 1,3-benzothiazole-2-sulfenyl and 3-methoxycarbonylpyridine-2-sulfenyl chlorides follows two directions, namely, electophilic lactonization of unsaturated ester or polar cycloaddition of sulfenylating reagent to the multiple bond accompanied by ring closure by the nitrogen atom of the thiohetaryl fragment.

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Authors and Affiliations

  1. R. E. Alekseev Nizhny Novgorod State Technical University, 24 ul. Minina, 603950, Nizhny Novgorod, Russian Federation

    V. K. Osmanov, G. N. Borisova & A. V. Borisov

  2. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

    V. V. Kachala

Authors
  1. V. K. Osmanov
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  2. G. N. Borisova
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  3. V. V. Kachala
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  4. A. V. Borisov
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Corresponding author

Correspondence to A. V. Borisov.

Additional information

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 6, pp. 1260–1262, June, 2010.

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Osmanov, V.K., Borisova, G.N., Kachala, V.V. et al. Cyclization of ethyl endo-5-norbornene-2-carboxylate with hetarene sulfenyl chlorides. Russ Chem Bull 59, 1289–1291 (2010). https://doi.org/10.1007/s11172-010-0234-9

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  • DOI: https://doi.org/10.1007/s11172-010-0234-9

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