Azido-Enolonium Species in C-C and C-N Bond-Forming Coupling Reactions.

Autor:	More AA; Department of Chemical Sciences, Faculty of Natural Sciences , Ariel University , Ariel 4070000 , Israel., Santra SK; Department of Chemical Sciences, Faculty of Natural Sciences , Ariel University , Ariel 4070000 , Israel., Szpilman AM; Department of Chemical Sciences, Faculty of Natural Sciences , Ariel University , Ariel 4070000 , Israel.
Jazyk:	angličtina
Zdroj:	Organic letters [Org Lett] 2020 Feb 07; Vol. 22 (3), pp. 768-771. Date of Electronic Publication: 2020 Jan 09.
DOI:	10.1021/acs.orglett.9b03824
Abstrakt:	Vinyl azides react with boron trifluoride activated Koser's hypervalent iodine reagent to afford azido-enolonium species. These previously unknown azido-enolonium species react efficiently with aromatic compounds, allyltrimethylsilane, and azoles under mild conditions, with no need for a transition-metal catalyst, forming C-C and C-N bonds to give a variety of α-functionalized ketones. The intermediacy of the proposed azido-enolonium species is supported by spectroscopic studies.
Databáze:	MEDLINE
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