Copper-catalyzed asymmetric addition of arylboronates to isatins: a catalytic cycle involving alkoxocopper intermediates

A copper-catalyzed addition of arylboronates to isatins has been developed to give 3-aryl-3-hydroxy-2-oxindoles under mild conditions. The catalytic cycle of this process has been examined through a series of stoichiometric reactions and an effective asymmetric variant has also been described by the...

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Veröffentlicht in:	Chemical communications (Cambridge, England) England), 2010-01, Vol.46 (36), p.6822-6824
Hauptverfasser:	Shintani, Ryo, Takatsu, Keishi, Hayashi, Tamio
Format:	Artikel
Sprache:	eng
Schlagworte:	Asymmetry Boronic Acids - chemistry Carbenes Catalysis Catalysts Copper - chemistry Crystallography, X-Ray Indoles - chemical synthesis Indoles - chemistry Isatin - chemistry Ligands Methane - analogs & derivatives Methane - chemistry Molecular Conformation Stereoisomerism
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creator	Shintani, Ryo Takatsu, Keishi Hayashi, Tamio
description	A copper-catalyzed addition of arylboronates to isatins has been developed to give 3-aryl-3-hydroxy-2-oxindoles under mild conditions. The catalytic cycle of this process has been examined through a series of stoichiometric reactions and an effective asymmetric variant has also been described by the use of a chiral N-heterocyclic carbene ligand.
doi_str_mv	10.1039/c0cc01635g
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source	MEDLINE; Royal Society Of Chemistry Journals; Alma/SFX Local Collection
subjects	Asymmetry Boronic Acids - chemistry Carbenes Catalysis Catalysts Copper - chemistry Crystallography, X-Ray Indoles - chemical synthesis Indoles - chemistry Isatin - chemistry Ligands Methane - analogs & derivatives Methane - chemistry Molecular Conformation Stereoisomerism
title	Copper-catalyzed asymmetric addition of arylboronates to isatins: a catalytic cycle involving alkoxocopper intermediates
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