Recent Progress in Enolonium Chemistry under Metal-Free Conditions.

Autor: Kumar R; Department of Chemistry, Center for New Directions in Organic Chemistry (CNOS), and Institute for Natural Sciences, Hanyang University, 222 Wangsimni-ro, Seongdong-gu, Seoul, 04763, Korea., Nguyen QH; Department of Chemistry, Center for New Directions in Organic Chemistry (CNOS), and Institute for Natural Sciences, Hanyang University, 222 Wangsimni-ro, Seongdong-gu, Seoul, 04763, Korea., Um TW; Department of Chemistry, Center for New Directions in Organic Chemistry (CNOS), and Institute for Natural Sciences, Hanyang University, 222 Wangsimni-ro, Seongdong-gu, Seoul, 04763, Korea., Shin S; Department of Chemistry, Center for New Directions in Organic Chemistry (CNOS), and Institute for Natural Sciences, Hanyang University, 222 Wangsimni-ro, Seongdong-gu, Seoul, 04763, Korea.
Jazyk: angličtina
Zdroj: Chemical record (New York, N.Y.) [Chem Rec] 2022 Jan; Vol. 22 (1), pp. e202100172. Date of Electronic Publication: 2021 Aug 21.
DOI: 10.1002/tcr.202100172
Abstrakt: Umpolung approach through inversion of the polarity of conventional enolates, has opened up an unprecedented opportunity in the cross-coupling via alkylation. The enolonium equivalents can be accessed either by hypervalent iodine reagents, activation/oxidation of amides, or the oxidation of alkynes. Under umpolung conditions, highly basic conditions required for classical enolate chemistry can be avoided, and they can couple with unmodified nucleophiles such as heteroatom donors and electron-rich arenes.
(© 2021 The Chemical Society of Japan & Wiley-VCH GmbH.)
Databáze: MEDLINE
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