Iron-catalyzed oxidative C-C and C-O coupling of halophenols to α-substituted β-keto esters

Almog Regev; Hadas Shalit; Doron Pappo

doi:10.1055/s-0034-1380360

Iron-catalyzed oxidative C-C and C-O coupling of halophenols to α-substituted β-keto esters

Almog Regev, Hadas Shalit, Doron Pappo

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

26 Scopus citations

Abstract

The iron-catalyzed oxidative cross-coupling of halophenols to α-substituted β-keto esters takes place through one of two modes: oxidative C-C coupling or oxidative C-O coupling. A mechanistic investigation revealed that the chemoselectivity of these reactions is determined by the electronic and steric properties of the two coupling partners.

Original language	English
Article number	ss-2015-c0015-st
Pages (from-to)	1716-1725
Number of pages	10
Journal	Synthesis (Germany)
Volume	47
Issue number	12
DOIs	https://doi.org/10.1055/s-0034-1380360
State	Published - 16 Jun 2015

Keywords

catalysis
cross-coupling
esters
iron
ketones
phenols

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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10.1055/s-0034-1380360

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abstract = "The iron-catalyzed oxidative cross-coupling of halophenols to α-substituted β-keto esters takes place through one of two modes: oxidative C-C coupling or oxidative C-O coupling. A mechanistic investigation revealed that the chemoselectivity of these reactions is determined by the electronic and steric properties of the two coupling partners.",

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AU - Regev, Almog

AU - Shalit, Hadas

AU - Pappo, Doron

N1 - Publisher Copyright: © Georg Thieme Verlag Stuttgart·New York 2015.

PY - 2015/6/16

Y1 - 2015/6/16

N2 - The iron-catalyzed oxidative cross-coupling of halophenols to α-substituted β-keto esters takes place through one of two modes: oxidative C-C coupling or oxidative C-O coupling. A mechanistic investigation revealed that the chemoselectivity of these reactions is determined by the electronic and steric properties of the two coupling partners.

AB - The iron-catalyzed oxidative cross-coupling of halophenols to α-substituted β-keto esters takes place through one of two modes: oxidative C-C coupling or oxidative C-O coupling. A mechanistic investigation revealed that the chemoselectivity of these reactions is determined by the electronic and steric properties of the two coupling partners.

KW - catalysis

KW - cross-coupling

KW - esters

KW - iron

KW - ketones

KW - phenols

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ER -

Iron-catalyzed oxidative C-C and C-O coupling of halophenols to α-substituted β-keto esters

Abstract

Keywords

ASJC Scopus subject areas

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