Abstract
The reactivity of pyrazolo[2, 3-a]pyridine in electrophilic substitution reactions has been studied. It has been shown that electrophilic attack is directed to position 3 (equivalent to position 4 of the pyrazole nucleus). The position of entry of the substituents was shown by chemical methods and was confirmed by a study of PMR spectra.
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I. Bower and G. Ramage, J. Chem. Soc, 4506, 1957.
I. Bower, J. Chem. Soc., 4510, 1957.
A. Albert and E. Sergeant, Ionization Constants of Acids and Bases [Russian translation], Izd. Khimiya, Moscow, Leningrad, 21, 1964.
H. Hückel and W. Iohnentz, Ber., 75B, 1438, 1942.
R. Brown and M. Heffermann, J. Chem. Soc., 4288, 1956.
L. Orgel, T. Cottrell, W. Dick, and L. Sutton, Trans. Faraday Soc, 47, 113, 1951; C. A., 45, 7398, 1951.
V. F. Vasil'eva, V. G. Yashunski, and M. I. Shchukina, ZhOKh, 31, 1501, 1961.
G. Morgan and I. Ackerman, J. Chem. Soc., 123, 1317, 1923.
L. Knorr and F. Scholl, Lieb. Ann., 279, 230, 1894.
I. Finar and E. Mooney, Spectrochim. Acta. 20, 1269, 1964.
W. Paudler and H. Blewitt, Tetrah. Let., 21, 353, 1965.
I. Williams, J. Org. Chem., 29, 1377, 1964.
V. F. Bystrov, I. I. Grandberg, and G. I. Sharova, ZhOKh, 35, 293, 1965.
E. Taylor and K. Hartke, J. Am. Chem. Soc., 81, 2452, 1959.
Yu. I. Chumakov, V. S. Oleinik, and M. V. Ledovskikh, Methods of Obtaining Chemical Reagents and Preparations [in Russian], No. 2, Moscow, 1964.
S. A. Hiller, I. B. Mazheika, and I. I. Grandberg, KhGS [Chemistry of Heterocyclic Compounds], 103, 1965.
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Grandberg, I.I., Nikitina, S.B., Moskalenko, V.A. et al. A study of pyrazoles. Chem Heterocycl Compd 3, 837–842 (1967). https://doi.org/10.1007/BF00474885
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DOI: https://doi.org/10.1007/BF00474885