α-N-Heteroarylation and α-Azidation of Ketones via Enolonium Species.
Autor: | More AA; Department of Chemical Sciences, Ariel University , 4070000 Ariel, Israel., Pathe GK; Department of Chemical Sciences, Ariel University , 4070000 Ariel, Israel., Parida KN; Department of Chemical Sciences, Ariel University , 4070000 Ariel, Israel., Maksymenko S; Department of Chemical Sciences, Ariel University , 4070000 Ariel, Israel., Lipisa YB; Department of Chemical Sciences, Ariel University , 4070000 Ariel, Israel., Szpilman AM; Department of Chemical Sciences, Ariel University , 4070000 Ariel, Israel. |
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Jazyk: | angličtina |
Zdroj: | The Journal of organic chemistry [J Org Chem] 2018 Feb 16; Vol. 83 (4), pp. 2442-2447. Date of Electronic Publication: 2018 Jan 30. |
DOI: | 10.1021/acs.joc.7b03058 |
Abstrakt: | Enolonium species, resulting from the umpolung of ketone enolates by Koser's hypervalent iodine reagents activated by boron trifluoride, react with a variety of nitrogen heterocycles to form α-aminated ketones. The reactions are mild and complete in 4-5 h. Additionally, α-azidation of the enolonium species takes place using trimethylsilyl azide as a convenient source of azide nucleophile. |
Databáze: | MEDLINE |
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