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The problem of the relative effectiveness of fischer reaction catalysts

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

A study is made of the effectiveness of Fischer catalysts (zinc chloride, cuprous chloride, boron trifluoride, polyphosphoric, hydrochloric, sulfosalicylic, and p-toluenesulfonic acid) for the cyclization of cyclohexanone pyridyl-2-hydrazone and 6-methylpyridyl-2-hydrazone. The great effectiveness of mineral and sulfonic acids as compared with Lewis acids is shown. The possibility is shown of changing the course of the process by introducing an electron-donating substituent into the pyridine ring. 1-Acetyl and 1-benzyl derivatives of α-carboline are synthesized.

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References

  1. N. N. Suvorov, V. A. Mamaev, and V. M. Rodionov, Reactions and Methods of Investigating Organic Compounds [in Russian], Goskhimizdat, Moscow, 9, 7, 1959.

    Google Scholar 

  2. S. Robinson, Chem. Rev., 373, 1963.

  3. S. Okuda and M. Robinson, J. Amer. Chem. Soc., 81, 740, 1959.

    Article  CAS  Google Scholar 

  4. A. H. Kelly, D. H. McLeod, and J. Parrick, Canad. J. Chem., 296, 1965.

  5. R. G. Fargher and R. Furness, J. Chem. Soc., 107, 688, 1915.

    CAS  Google Scholar 

  6. A. E. Arbuzov and A. P. Friaufa, ZhRKhO, 45, 695, 1913.

    Google Scholar 

  7. A. E. Arbuzov and V. A. Rotermel, ZhOKh, 2, 398, 1932.

    Google Scholar 

  8. H. Shine, J. Amer. Chem. Soc., 78, 4807, 1956.

    Article  CAS  Google Scholar 

  9. D. Ockenden and K. Schafield, J. Chem. Soc., 615, 1953.

  10. L. N. Yakhontov, E. V. Pronina, and M. V. Rubtsov, DAN, 169, 361, 1966.

    CAS  Google Scholar 

  11. R. Adams and S. Miyano, J. Amer. Chem. Soc., 76, 3168, 1954.

    Article  CAS  Google Scholar 

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Yakhontov, L.N., Pronina, E.V. & Rubtsov, M.V. The problem of the relative effectiveness of fischer reaction catalysts. Chem Heterocycl Compd 3, 549–552 (1967). https://doi.org/10.1007/BF00481602

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  • DOI: https://doi.org/10.1007/BF00481602

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