Reactions of Lithium Acylates α-Carbanions with 1,2-Diiodoethane
- Authors: Zorin A.V.1, Chanysheva A.R.1, Lenkova A.O.1, Zorin V.V.1
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Affiliations:
- Ufa State Petroleum Technological University
- Issue: Vol 89, No 1 (2019)
- Pages: 148-150
- Section: Letters to the Editor
- URL: https://journals.rcsi.science/1070-3632/article/view/222725
- DOI: https://doi.org/10.1134/S1070363219010262
- ID: 222725
Cite item
Abstract
The interaction of lithium acylates α-carbanions (obtained via metallation of acetic, butyric, and isobutyric acids with lithium diisopropylamide) with 1,2-diiodoethane under argon in tetrahydrofuran at 20–25°C has proceeded as oxidative cross-coupling of enolate anions to form succinic, 2,3-diethylsuccinic, and 2,2,3,3-tetramethylsuccinic acids with yields 50, 53, and 16%, respectively. The products of sequential nucleophilic substitution of iodine atoms with alkyloxycarbonyl species have not been detected.
About the authors
A. V. Zorin
Ufa State Petroleum Technological University
Email: aliyach@mail.ru
Russian Federation, ul. Kosmonavtov 1, Ufa, 450062
A. R. Chanysheva
Ufa State Petroleum Technological University
Author for correspondence.
Email: aliyach@mail.ru
Russian Federation, ul. Kosmonavtov 1, Ufa, 450062
A. O. Lenkova
Ufa State Petroleum Technological University
Email: aliyach@mail.ru
Russian Federation, ul. Kosmonavtov 1, Ufa, 450062
V. V. Zorin
Ufa State Petroleum Technological University
Email: aliyach@mail.ru
Russian Federation, ul. Kosmonavtov 1, Ufa, 450062