Abstract
Bases convert 3-(4-substituted phenyl)-4-sulfolenes to 3-aryl-3-sulfolenes, which are subsequently isomerized to 3-aryl-2-sulfolenes. The ratios of the products depend on the character of the substituent in the phenyl ring, and electron-acceptor substituents accelerate the isomerization.
Similar content being viewed by others
Literature cited
T. É. Bezmenova, S. M. Lukashov, and Yu. N. Usenko, Khim. Geterotsikl. Soedin., 764 (1973).
M. Prochazka and M. Palacek, Coll. Czech. Chem. Commun., 31, 3744 (1966).
V. West, Applications of Spectroscopy in Chemistry [Russian translation] Moscow (1959), p. 323.
J. Emsley, J. Feeney, and L. Sutcliffe, High-Resolution NMR spectroscopy, Pergamon, Oxford (1965, 1966).
O. V. Sverdlova, Electronic Spectra in Organic Chemistry [in Russian], Khimiya, Leningrad (1973),p. 139.
H. Zimmermanova and M. Prochazka, Coll. Czech. Chem. Commun., 30, 286 (1965).
L. K. Brice, W. M. Chang, J. E. Smith, and S. M. Sullivan, J. Phys. Chem., 71, 2814 (1967).
K. D. Riche and U. F. Sedger in: Modern Problems of Physical Organic Chemistry [Russian translation], Mir, Moscow (1967), p. 498.
C. D. Broaddus, J. Amer. Chem. Soc., 88, 3863 (1966).
N. N. Émanuél' and D. G. Knorre, Course in Chemical Kinetics, [in Russian], Moscow (1969), p. 162.
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1072–1077, August, 1975.
Rights and permissions
About this article
Cite this article
Bezmenova, T.É., Lukashov, S.M., Tantsyura, V.P. et al. Isomerization of 3-aryl-4-sulfolenes and their reaction with some nucleophilic reagents. Chem Heterocycl Compd 11, 935–940 (1975). https://doi.org/10.1007/BF00470494
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00470494