When the Li, Na, K, and Cs enolates of acetylacetone are alkylated with ethyl tosylate without a solvent the ratio of the formed O∶C isomers increases when going from the Li to the Cs-enolate.
When sodium acetylacetonate is alkylated without a solvent, or in dimethylformamide, the ratio of the O∶C isomers decreases in the order: EtOTs>EtBr>EtI.
This is a preview of subscription content, log in to check access.
Buy single article
Instant access to the full article PDF.
Price includes VAT for USA
Subscribe to journal
Immediate online access to all issues from 2019. Subscription will auto renew annually.
This is the net price. Taxes to be calculated in checkout.
A. L. Kurts, N. K. Genkina, I. P. Beletskaya, and O. A. Reutov, Dokl. Akad. Nauk SSSR,188, 597 (1969).
H. Normant, Bull. Soc. Chim. France, 791 (1968).
C. Agami and M. Caillot, Bull. Soc. Chim. France, 1990 (1969).
A. L. Kurts, A. Masias, N. K. Genkina, I. P. Beletskaya, and O. A. Reutov, Dokl. Akad. Nauk SSSR,187, 807 (1969).
H. D. Zook and T. J. Russo, J. Am. Chem. Soc.,82, 1258 (1960).
H. D. Zook, T. J. Russo, E. F. Ferrand, and D. S. Stotz, J. Org. Chem.,33, 2222 (1968).
S. T. Ioffe, K. V. Vatsuro, E. E. Kugucheva, and M. I. Kabachnik, Zh. Organ. Khim.,2, 381 (1966).
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 6, pp. 1331–1332, June, 1971.
About this article
Cite this article
Kurts, A.L., Genkina, N.K., Beletskaya, I.P. et al. Alkylation of enolates of acetylacetone without a solvent. Russ Chem Bull 20, 1237–1238 (1971). https://doi.org/10.1007/BF00855393