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Functionalization of Dihalophenylboronic Acids by Deprotonation of Their N‐Butyldiethanolamine Esters

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Functionalization of Dihalophenylboronic Acids by Deprotonation of Their N‐Butyldiethanolamine Esters

Auteurs : Krzysztof Durka [Pologne] ; Paweł Kurach [Pologne] ; Sergiusz Luli Ski [Pologne] ; Janusz Serwatowski [Pologne]

Source :

European Journal of Organic Chemistry [ 1434-193X ] ; 2009-09.

RBID : ISTEX:8646AFDB47EF5A3CCC53A3508D8C92CB6AF1E33A

Descripteurs français

Wicri :
- topic : Fluor.

English descriptors

KwdEn :
- Aromatic ring, Arylboronic, Arylboronic acids, Arylboronic azaesters, Azaester, Azaesters, Bimetallic reagents, Calcd, Cdcl3, Ch2n, Ch2o, Chem, Crude boronic acid, Deprotonation, Diethyl ether, Dihalophenylboronic, Dihalophenylboronic acids, Electrophile, Equiv, Fluorine, Full paper, Gmbh, Halogen atoms, Hexane, Kgaa, Lett, Lithiation, Lithium, Lulinski, Metallation, Mmol, Other hand, Reaction mixture, Reagent, Schlosser, Serwatowski, Tetrahedron lett, Title compound, Verlag, Verlag gmbh, Weinheim, White powder.
Teeft :
- Aromatic ring, Arylboronic, Arylboronic acids, Arylboronic azaesters, Azaester, Azaesters, Bimetallic reagents, Calcd, Cdcl3, Ch2n, Ch2o, Chem, Crude boronic acid, Deprotonation, Diethyl ether, Dihalophenylboronic, Dihalophenylboronic acids, Electrophile, Equiv, Fluorine, Full paper, Gmbh, Halogen atoms, Hexane, Kgaa, Lett, Lithiation, Lithium, Lulinski, Metallation, Mmol, Other hand, Reaction mixture, Reagent, Schlosser, Serwatowski, Tetrahedron lett, Title compound, Verlag, Verlag gmbh, Weinheim, White powder.

Abstract

Deprotonative lithiation of various 6‐butyl‐2‐(dihalophenyl)‐(N–B)‐1,3,6,2‐dioxazaborocanes (N‐butyldiethanolamine esters of dihalophenylboronic acids) was investigated. It was found that selective transformations can be best achieved by use of LDA as the lithiating reagent. The reactivities of these compounds vary significantly, depending on the natures and positions of the halogen atoms. The resultant boron‐lithium bimetallic intermediates were subjected to reactions with electrophiles to afford functionalized halogenated arylboronic acids. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

Url:

https://api.istex.fr/document/8646AFDB47EF5A3CCC53A3508D8C92CB6AF1E33A/fulltext/pdf

DOI: 10.1002/ejoc.200900526

Affiliations:

Pologne

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Le document en format XML

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<front><div type="abstract" xml:lang="en">Deprotonative lithiation of various 6‐butyl‐2‐(dihalophenyl)‐(N–B)‐1,3,6,2‐dioxazaborocanes (N‐butyldiethanolamine esters of dihalophenylboronic acids) was investigated. It was found that selective transformations can be best achieved by use of LDA as the lithiating reagent. The reactivities of these compounds vary significantly, depending on the natures and positions of the halogen atoms. The resultant boron‐lithium bimetallic intermediates were subjected to reactions with electrophiles to afford functionalized halogenated arylboronic acids. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)</div>
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Functionalization of Dihalophenylboronic Acids by Deprotonation of Their N‐Butyldiethanolamine Esters

Functionalization of Dihalophenylboronic Acids by Deprotonation of Their N‐Butyldiethanolamine Esters

Source :

Descripteurs français

English descriptors

Abstract

Links toward previous steps (curation, corpus...)

Le document en format XML

Pour manipuler ce document sous Unix (Dilib)

Pour mettre un lien sur cette page dans le réseau Wicri