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Mild Pd/Cu-Catalyzed Sila-Sonogashira Coupling of (Hetero)aryl Bromides with (Hetero)arylethynylsilanes under PTC Conditions.

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Title: Mild Pd/Cu-Catalyzed Sila-Sonogashira Coupling of (Hetero)aryl Bromides with (Hetero)arylethynylsilanes under PTC Conditions.
Authors: Bellina, Fabio1 bellina@dcci.unipi.it, Lessi, Marco1
Source: Synthesis. 2012, Vol. 2012 Issue 6, p773-777. 5p.
Subjects: Copper catalysts, Sonogashira reaction, Coupling reactions (Chemistry), Phase-transfer catalysis, Acetylene, Arylation, Palladium compounds
Abstract: The palladium/copper cocatalyzed sila-Sonogashira re-action of (hetero)arylethynysilanes with (hetero)aryl bromides in toluene and water at 40 °C under PTC conditions gave the required di(hetero)arylethynes in moderate to high yields. Activated, deactivated and orito-substituted (hetero)aryl bromides are well tolerated. This protocol also allowed the preparation of symmetrical diarylethynes by double arylation of 1,2-bis(trimethylsilyl)ethyne. [ABSTRACT FROM AUTHOR]
Copyright of Synthesis is the property of Georg Thieme Verlag Stuttgart and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)
Database: Engineering Source
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DbLabel: Engineering Source
An: 75196132
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PubType: Academic Journal
PubTypeId: academicJournal
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  Data: Mild Pd/Cu-Catalyzed Sila-Sonogashira Coupling of (Hetero)aryl Bromides with (Hetero)arylethynylsilanes under PTC Conditions.
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  Data: <searchLink fieldCode="AR" term="%22Bellina%2C+Fabio%22">Bellina, Fabio</searchLink><relatesTo>1</relatesTo><i> bellina@dcci.unipi.it</i><br /><searchLink fieldCode="AR" term="%22Lessi%2C+Marco%22">Lessi, Marco</searchLink><relatesTo>1</relatesTo>
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  Data: <searchLink fieldCode="JN" term="%22Synthesis%22">Synthesis</searchLink>. 2012, Vol. 2012 Issue 6, p773-777. 5p.
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  Data: <searchLink fieldCode="DE" term="%22Copper+catalysts%22">Copper catalysts</searchLink><br /><searchLink fieldCode="DE" term="%22Sonogashira+reaction%22">Sonogashira reaction</searchLink><br /><searchLink fieldCode="DE" term="%22Coupling+reactions+%28Chemistry%29%22">Coupling reactions (Chemistry)</searchLink><br /><searchLink fieldCode="DE" term="%22Phase-transfer+catalysis%22">Phase-transfer catalysis</searchLink><br /><searchLink fieldCode="DE" term="%22Acetylene%22">Acetylene</searchLink><br /><searchLink fieldCode="DE" term="%22Arylation%22">Arylation</searchLink><br /><searchLink fieldCode="DE" term="%22Palladium+compounds%22">Palladium compounds</searchLink>
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  Data: The palladium/copper cocatalyzed sila-Sonogashira re-action of (hetero)arylethynysilanes with (hetero)aryl bromides in toluene and water at 40 °C under PTC conditions gave the required di(hetero)arylethynes in moderate to high yields. Activated, deactivated and orito-substituted (hetero)aryl bromides are well tolerated. This protocol also allowed the preparation of symmetrical diarylethynes by double arylation of 1,2-bis(trimethylsilyl)ethyne. [ABSTRACT FROM AUTHOR]
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  Group: Ab
  Data: <i>Copyright of Synthesis is the property of Georg Thieme Verlag Stuttgart and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.)
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RecordInfo BibRecord:
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    Identifiers:
      – Type: doi
        Value: 10.1055/s-0031-1290601
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      – Code: eng
        Text: English
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      Pagination:
        PageCount: 5
        StartPage: 773
    Subjects:
      – SubjectFull: Copper catalysts
        Type: general
      – SubjectFull: Sonogashira reaction
        Type: general
      – SubjectFull: Coupling reactions (Chemistry)
        Type: general
      – SubjectFull: Phase-transfer catalysis
        Type: general
      – SubjectFull: Acetylene
        Type: general
      – SubjectFull: Arylation
        Type: general
      – SubjectFull: Palladium compounds
        Type: general
    Titles:
      – TitleFull: Mild Pd/Cu-Catalyzed Sila-Sonogashira Coupling of (Hetero)aryl Bromides with (Hetero)arylethynylsilanes under PTC Conditions.
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            NameFull: Bellina, Fabio
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            NameFull: Lessi, Marco
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            – D: 15
              M: 03
              Text: 2012
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              Y: 2012
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              Value: 2012
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              Value: 6
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            – TitleFull: Synthesis
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