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Aluminum Triflate—Catalyzed Adamantylation of N-Nucleophiles

Department of Chemistry and High Technology, Kuban State University, Stavropolskayast., 149, Krasnodar350040, Russia
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Presented at the 22nd International Electronic Conference on Synthetic Organic Chemistry, 15 November–15 December 2018; Available Online: https://sciforum.net/conference/ecsoc-22.
Proceedings 2019, 9(1), 21; https://doi.org/10.3390/ecsoc-22-05661
Published: 14 November 2018
PDF [326 KB, uploaded 20 March 2019]

Abstract

An efficient method is proposed for N-adamantylation of primary carboxamides and sulfonamides, ethyl carbamate, and 4-nitroaniline using the stoichiometric amount of 1-adamantanol in the presence of 5 mol% aluminum triflate in nitromethane. Similarities and differences between adamantylation of some azoles catalyzed by aluminum triflate in nitromethane and the reaction catalyzed by Brønsted acids were revealed.
Keywords: adamantylation; 1-adamantanol; Lewis acid; aluminum triflate adamantylation; 1-adamantanol; Lewis acid; aluminum triflate
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).
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Konshin, V.V.; Shcherbinin, V.A.; Lupanova, I.A.; Konshina, D.N. Aluminum Triflate—Catalyzed Adamantylation of N-Nucleophiles. Proceedings 2019, 9, 21.

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