P2Et Phosphazene: A Mild, Functional Group Tolerant Base for Soluble, Room Temperature Pd-Catalyzed C–N, C–O, and C–C Cross-Coupling Reactions

The non-nucleophilic organic superbase P2Et phosphazene can enable a broad range of palladium-catalyzed cross-coupling reactions, including C–C, C–N, and C–O couplings of aryl chlorides, bromides, and iodides at room temperature. The mildness and substrate compatibility of this chemistry can deliver...

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Published inOrganic letters Vol. 17; no. 13; pp. 3370 - 3373
Main Authors Buitrago Santanilla, Alexander, Christensen, Melodie, Campeau, Louis-Charles, Davies, Ian W, Dreher, Spencer D
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 02.07.2015
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
PALLADIUM PRECATALYSTS
AMINATION
PALLADACYCLE PRECATALYSTS
LIGANDS
BUCHWALD-HARTWIG
ARYL HALIDES
HYDROXYLATION
CHLORIDES
SUZUKI-MIYAURA
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Abstract The non-nucleophilic organic superbase P2Et phosphazene can enable a broad range of palladium-catalyzed cross-coupling reactions, including C–C, C–N, and C–O couplings of aryl chlorides, bromides, and iodides at room temperature. The mildness and substrate compatibility of this chemistry can deliver immediate synthetic utility for the preparation of complex molecules.
AbstractList The non-nucleophilic organic superbase P2Et phosphazene can enable a broad range of palladium-catalyzed cross-coupling reactions, including C-C, C-N, and C-O couplings of aryl chlorides, bromides, and iodides at room temperature. The mildness and substrate compatibility of this chemistry can deliver immediate synthetic utility for the preparation of complex molecules.
Author Campeau, Louis-Charles
Dreher, Spencer D
Buitrago Santanilla, Alexander
Davies, Ian W
Christensen, Melodie
AuthorAffiliation Merck and Co. Inc
Department of Process Chemistry, Merck Research Laboratories
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  givenname: Alexander
  surname: Buitrago Santanilla
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  givenname: Melodie
  surname: Christensen
  fullname: Christensen, Melodie
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  givenname: Louis-Charles
  surname: Campeau
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  surname: Davies
  fullname: Davies, Ian W
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  givenname: Spencer D
  surname: Dreher
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  email: spencer_dreher@merck.com
BackLink https://www.ncbi.nlm.nih.gov/pubmed/26099020$$D View this record in MEDLINE/PubMed
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10.1021/jo501817m
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Keywords PALLADIUM PRECATALYSTS
AMINATION
PALLADACYCLE PRECATALYSTS
LIGANDS
BUCHWALD-HARTWIG
ARYL HALIDES
HYDROXYLATION
CHLORIDES
SUZUKI-MIYAURA
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Snippet The non-nucleophilic organic superbase P2Et phosphazene can enable a broad range of palladium-catalyzed cross-coupling reactions, including C–C, C–N, and C–O...
The non-nucleophilic organic superbase P2Et phosphazene can enable a broad range of palladium-catalyzed cross-coupling reactions, including C-C, C-N, and C-O...
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StartPage 3370
SubjectTerms Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
Title P2Et Phosphazene: A Mild, Functional Group Tolerant Base for Soluble, Room Temperature Pd-Catalyzed C–N, C–O, and C–C Cross-Coupling Reactions
URI http://dx.doi.org/10.1021/acs.orglett.5b01648
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Volume 17
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