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3, 6-endoxocyclohexanes and -cyclohexenes. XXV. Some reactions of dimethyl 4,5-(1-benzyl-1, 2, 3-triazoline)-3, 6-endoxohexahydrophthalate

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The anhydride and dimethyl ester of 4, 5-(1-benzyl-1, 2, 3-triazoline)-3, 6-endohexahydrophthalic acid, having a triazoline ring with an exo-cis configuration, are synthesized by reaction of benzyl azide with the furan-maleic anhydride adduct. Opening of the triazoline ring under the action of hydrochloric and acetic acids takes place with the separation of nitrogen and formation of the chloro and acetoxy derivatives, respectively, unaccompanied by a Wagner-Meerwein type of rearrangement.

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References

  1. N. S. Zefirov, G. P. Krutetskaya, L. P. Prikazchikova, Yu. K. Yur'ev, ZhOKh, 35, 1965.

  2. Yu. K. Yur'ev, N. S. Zefirov, ZhOKh, 32, 773, 1962.

    Google Scholar 

  3. Yu. K. Yur'ev, N. S. Zefirov, ZhOKh, 33, 804, 1963.

    Google Scholar 

  4. K. Alder, G. Stein, Ann., 485, 211, 1931.

    Google Scholar 

  5. K. Henkel, F. Weygand, Ber., 76, 812, 1943.

    Google Scholar 

  6. U. Post, Über einige Reaktionen von Aziden mit der Aktiven Doppelbindung des Bicyclo [1. 2. 2] Hepten Systems, Inaugural-Dissertation, Köln, 1960.

  7. Yu. K. Yur'ev, N. S. Zefirov, ZhOKh, 31, 1125, 1961.

    Google Scholar 

  8. T. Curtius, G. Ehrhart, Ber., 55, 1559, 1922.

    Google Scholar 

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Authors and Affiliations

  1. Lomonosov Moscow State University, USSR

    N. S. Zefirov, P. P. Kadzyauskas & Yu. K. Yur'ev

Authors
  1. N. S. Zefirov
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  2. P. P. Kadzyauskas
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  3. Yu. K. Yur'ev
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Additional information

Part XXIV, see [1].

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Zefirov, N.S., Kadzyauskas, P.P. & Yur'ev, Y.K. 3, 6-endoxocyclohexanes and -cyclohexenes. XXV. Some reactions of dimethyl 4,5-(1-benzyl-1, 2, 3-triazoline)-3, 6-endoxohexahydrophthalate. Chem Heterocycl Compd 1, 30–32 (1965). https://doi.org/10.1007/BF01168914

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  • DOI: https://doi.org/10.1007/BF01168914

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