Abstract
The reaction of pyridine N-oxide with metal ketyls of benzophenone was studied. It is shown that diphenyl(2-pyridyl)carbinol N-oxide is formed with the lithium and sodium derivatives of benzophenone, whereas diphenyl(2-pyridyl)carbinol is formed with the potassium derivative of benzophenone. Diphenyl(2-pyridyl)carbinol N-oxide is obtained in lower yields in the reaction of pyridine N-oxide with benzophenone dianions. Pyridine and 4,4′- and 2,2′-dipyridyls are simultaneously formed in all of the reactions.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
Literature cited
A. S. Kurbatova and Yu. V. Kurbatov, Khim. Geterotsikl. Soedin., No. 5, 652–654 (1979).
E. Ochiai, Aromatic Amine Oxides, Amsterdam —London—New York (1967).
J. Smid, J. Am. Chem. Soc.,87, 655 (1965).
V. S. Tsukervanik, Yu. V. Kurbatov, O. S. Otroshchenko, and A. S. Sadykov, Nauchn. Tr. Samarkandsk. Gos. Univ.,1, No. 167, 188 (1969).
I. Kubota, K. Nishikida, and H. Miyazaki, J. Am. Chem. Soc.,90, 5080 (1968).
M. Schwartz, Usp. Khim.,43, 1401 (1974).
B. Emmert and E. Asendorf, Ber.,72B, 1188 (1939); B. Emmert and E. Pirot, Ber.,74, 714 (1941).
B. Witkop and J. B. Patrick, J. Am. Chem. Soc.,73, 2196 (1951).
C. H. Tilford, R. S. Shelton, and M. G. Van Campen, J. Am. Chem. Soc.,70, 4001 (1948).
Author information
Authors and Affiliations
Additional information
See [1] for Communication 10.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 655–658, May, 1979.
Rights and permissions
About this article
Cite this article
Kurbatova, A.S., Kurbatov, Y.V. & Niyazova, D.A. Chemistry of heterocyclic N-oxides and related compounds. 11. Reaction of pyridine N-oxide with metal ketyls and benzophenone dianions. Chem Heterocycl Compd 15, 531–534 (1979). https://doi.org/10.1007/BF00773221
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00773221