Efficient and Complementary Methods Offering Access to Synthetically Valuable 1,2‐Dibromobenzenes
Identifieur interne : 000C90 ( Main/Merge ); précédent : 000C89; suivant : 000C91Efficient and Complementary Methods Offering Access to Synthetically Valuable 1,2‐Dibromobenzenes
Auteurs : Vincent Diemer [France] ; Frédéric R. Leroux [France] ; Françoise Colobert [France]Source :
- European Journal of Organic Chemistry [ 1434-193X ] ; 2011-01.
English descriptors
- KwdEn :
- Angew, Anhydrous, Aniline, Aryne, Biaryl, Boronic, Boronic ester, Calcd, Cdcl3, Chem, Colobert, Colorless, Column chromatography, Cyclohexane, Diazonium, Diazonium salt, Diemer, Dropwise, Ester, Et2o, Functionalized, Further purification, Gmbh, Hexane, Hrms, Kgaa, Knochel, Larock, Leroux, Lett, Meoh, Metalation, Mmol, Nucleophilic, Och3, Organic layer, Organic layers, Permutation, Precursor, Regioselective, Spectroscopic, Spectroscopic data, Tetrahedron, Tetrahedron lett, Tmscl, Toluene, Verlag, Verlag gmbh, Weinheim.
- Teeft :
- Angew, Anhydrous, Aniline, Aryne, Biaryl, Boronic, Boronic ester, Calcd, Cdcl3, Chem, Colobert, Colorless, Column chromatography, Cyclohexane, Diazonium, Diazonium salt, Diemer, Dropwise, Ester, Et2o, Functionalized, Further purification, Gmbh, Hexane, Hrms, Kgaa, Knochel, Larock, Leroux, Lett, Meoh, Metalation, Mmol, Nucleophilic, Och3, Organic layer, Organic layers, Permutation, Precursor, Regioselective, Spectroscopic, Spectroscopic data, Tetrahedron, Tetrahedron lett, Tmscl, Toluene, Verlag, Verlag gmbh, Weinheim.
Abstract
1,2‐Dibromobenzenes are highly valuable precursors for various organic transformations, in particular, reactions based on the intermediate formation of benzynes. This report describes short sequences for the synthesis of various derivatives based on regioselective bromination, ortho‐metalation, and halogen/metal permutations. 1,2‐Dibromo‐3‐iodobenzene (2f), 1,2‐dibromo‐4‐iodobenzene (4c), and 2,3‐dibromo‐1,4‐diiodobenzene (5e) act as intermediates in these syntheses.
Url:
DOI: 10.1002/ejoc.201001217
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ISTEX:00B8AE2CC871EF51AC29C430B984F3C1652C9528Le document en format XML
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<term>Anhydrous</term>
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<term>Biaryl</term>
<term>Boronic</term>
<term>Boronic ester</term>
<term>Calcd</term>
<term>Cdcl3</term>
<term>Chem</term>
<term>Colobert</term>
<term>Colorless</term>
<term>Column chromatography</term>
<term>Cyclohexane</term>
<term>Diazonium</term>
<term>Diazonium salt</term>
<term>Diemer</term>
<term>Dropwise</term>
<term>Ester</term>
<term>Et2o</term>
<term>Functionalized</term>
<term>Further purification</term>
<term>Gmbh</term>
<term>Hexane</term>
<term>Hrms</term>
<term>Kgaa</term>
<term>Knochel</term>
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<term>Leroux</term>
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<term>Nucleophilic</term>
<term>Och3</term>
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<term>Organic layers</term>
<term>Permutation</term>
<term>Precursor</term>
<term>Regioselective</term>
<term>Spectroscopic</term>
<term>Spectroscopic data</term>
<term>Tetrahedron</term>
<term>Tetrahedron lett</term>
<term>Tmscl</term>
<term>Toluene</term>
<term>Verlag</term>
<term>Verlag gmbh</term>
<term>Weinheim</term>
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<term>Boronic ester</term>
<term>Calcd</term>
<term>Cdcl3</term>
<term>Chem</term>
<term>Colobert</term>
<term>Colorless</term>
<term>Column chromatography</term>
<term>Cyclohexane</term>
<term>Diazonium</term>
<term>Diazonium salt</term>
<term>Diemer</term>
<term>Dropwise</term>
<term>Ester</term>
<term>Et2o</term>
<term>Functionalized</term>
<term>Further purification</term>
<term>Gmbh</term>
<term>Hexane</term>
<term>Hrms</term>
<term>Kgaa</term>
<term>Knochel</term>
<term>Larock</term>
<term>Leroux</term>
<term>Lett</term>
<term>Meoh</term>
<term>Metalation</term>
<term>Mmol</term>
<term>Nucleophilic</term>
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<term>Organic layers</term>
<term>Permutation</term>
<term>Precursor</term>
<term>Regioselective</term>
<term>Spectroscopic</term>
<term>Spectroscopic data</term>
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<term>Tetrahedron lett</term>
<term>Tmscl</term>
<term>Toluene</term>
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<front><div type="abstract">1,2‐Dibromobenzenes are highly valuable precursors for various organic transformations, in particular, reactions based on the intermediate formation of benzynes. This report describes short sequences for the synthesis of various derivatives based on regioselective bromination, ortho‐metalation, and halogen/metal permutations. 1,2‐Dibromo‐3‐iodobenzene (2f), 1,2‐dibromo‐4‐iodobenzene (4c), and 2,3‐dibromo‐1,4‐diiodobenzene (5e) act as intermediates in these syntheses.</div>
</front>
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