Abstract
The reaction of 2-tert-butyl-1-benzopyrilium perchlorate with various reducing agents leads to a mixture of 2H- and 4H-chromenes. The greatest selectivity (90% 2-tert-butyl-4H-chromene and 10% 2H-isomer) was achieved using 1,3-dimethylbenzimidazoline.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
Literature Cited
G. A. Reynolds and J. A. Van Allan, J. Org. Chem., 32, No. 11, 3616 (1967).
H. Decker and R. Fellenberg, Annalen., 364, 32 (1908).
L. Fieser and M. Fieser, Reagents for Organic Synthesis [Russian translation], Izd. Mir, Moscow (1970).
A. F. Pozharskii, Khim. Geterotsikl. Soedin., No. 9, 1171 (1979).
A. S. Morkovnik and O. Yu. Okhlobystin, Khim. Geterotsikl. Soedin., No. 8, 1020 (1980).
N. T. Berberova and O. Yu. Okhlobystin, Khim. Geterotsikl. Soedin., No. 8, 1011 (1984).
N. T. Berberova, E. P. Ivakhnenko, A. S. Morkovnik, and O. Yu. Okhlobystin, Khim. Geterotsikl. Soedin., No. 12, 1696 (1979).
A. V. El'tsov and M. V. Girshovich, Zh. Org. Khim., 3, 1332 (1967).
A. Löwenbein, Berichte, 57, 1517 (1924).
F. Kröhnke and K. Dickore, Chem. Ber., 92, 46 (1959).
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 313–315, March, 1989.
Rights and permissions
About this article
Cite this article
Suzdalev, K.F., Koblik, A.V. Regioselectivity of reduction of 2-tert-butyl-1-benzopyrilium perchlorate. Chem Heterocycl Compd 25, 258–260 (1989). https://doi.org/10.1007/BF00472379
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00472379