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.
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