Mild Palladium-Catalyzed Oxidative Direct ortho-CH Acylation of Anilides under Aqueous Conditions

Palladium-catalyzed cross-dehydrogenative coupling between anilides and aromatic aldehydes was achieved under aqueous conditions. A wide variety of the desired benzophenone derivatives was isolated in good to excellent yield. The reaction rate acceleration effect of acid and detergent has been demon...

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Published inAdvanced synthesis & catalysis Vol. 355; no. 4; pp. 685 - 691
Main Authors Szabo, Fruzsina, Daru, Janos, Simko, Daniel, Nagy, Tibor Zs, Stirling, Andras, Novak, Zoltan
Format Journal Article
LanguageEnglish
Published WEINHEIM Wiley 01.03.2013
Subjects
Chemistry
Chemistry, Applied
Chemistry, Organic
Physical Sciences
Science & Technology
ROOM-TEMPERATURE
ACETANILIDES
O BOND
ORGANIC-REACTIONS
MIYAURA COUPLINGS
acylation
REDUCTIVE ELIMINATION
aldehydes
surfactants
CH activation
CROSS-COUPLINGS
BENZOPHENONE RELATED-COMPOUNDS
H BOND ACYLATION
palladium
ORTHO-ARYLATION
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Abstract Palladium-catalyzed cross-dehydrogenative coupling between anilides and aromatic aldehydes was achieved under aqueous conditions. A wide variety of the desired benzophenone derivatives was isolated in good to excellent yield. The reaction rate acceleration effect of acid and detergent has been demonstrated. Mechanistic insight has been obtained from quantum chemical calculations.
AbstractList Palladium-catalyzed cross-dehydrogenative coupling between anilides and aromatic aldehydes was achieved under aqueous conditions. A wide variety of the desired benzophenone derivatives was isolated in good to excellent yield. The reaction rate acceleration effect of acid and detergent has been demonstrated. Mechanistic insight has been obtained from quantum chemical calculations.
Author Stirling, Andras
Daru, Janos
Novak, Zoltan
Nagy, Tibor Zs
Szabo, Fruzsina
Simko, Daniel
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Issue 4
Keywords ROOM-TEMPERATURE
ACETANILIDES
O BOND
ORGANIC-REACTIONS
MIYAURA COUPLINGS
acylation
REDUCTIVE ELIMINATION
aldehydes
surfactants
CH activation
CROSS-COUPLINGS
BENZOPHENONE RELATED-COMPOUNDS
H BOND ACYLATION
palladium
ORTHO-ARYLATION
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    fullname: Nishikata, T
– volume: 45
  start-page: 936
  year: 2012
  ident: WOS:000305321100015
  article-title: Controlling Site Selectivity in Palladium-Catalyzed C-H Bond Functionalization
  publication-title: ACCOUNTS OF CHEMICAL RESEARCH
  doi: 10.1021/ar300014f
  contributor:
    fullname: Neufeldt, SR
SSID ssj0017877
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Snippet Palladium-catalyzed cross-dehydrogenative coupling between anilides and aromatic aldehydes was achieved under aqueous conditions. A wide variety of the desired...
Source Web of Science
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SourceType Index Database
Enrichment Source
StartPage 685
SubjectTerms Chemistry
Chemistry, Applied
Chemistry, Organic
Physical Sciences
Science & Technology
Title Mild Palladium-Catalyzed Oxidative Direct ortho-CH Acylation of Anilides under Aqueous Conditions
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