Palladium-Catalyzed Direct Denitrogenative C-3-Arylation of 1H-Indoles with Arylhydrazines using Air as the Oxidant

A novel palladium‐catalyzed approach to direct C‐3‐arylation of 1H‐indoles with arylhydrazines using air as the oxidant via CN bond cleavage has been developed. Various substituents are tolerated in this system in moderate to good yields. This reaction could also be compatible with a larger scale....

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Published inAdvanced synthesis & catalysis Vol. 355; no. 4; pp. 711 - 715
Main Authors Chen, Yongxin, Guo, Shuaibo, Li, Kangning, Qu, Jinpeng, Yuan, Hua, Hua, Qiuru, Chen, Baohua
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag 11.03.2013
WILEY‐VCH Verlag
Wiley
Subjects
3-aryl-1H-indoles
arylhydrazines
Bonding
Chemistry
Chemistry, Applied
Chemistry, Organic
Cleavage
Compatibility
CH activation
denitrogenative process
Oxidants
Oxidizing agents
palladium-catalyzed reaction
Physical Sciences
Science & Technology
Strategy
Synthesis
AZOLES
arylhydrazines
denitrogenative process
PHENYLATION
HECK-TYPE REACTION
C-3 ARYLATION
REAGENTS
C BOND FORMATION
ALKYLATION
INDOLES
DESULFITATIVE ARYLATION
3-aryl-1H-indoles
CH activation
palladium-catalyzed reaction
PHENYLHYDRAZINES
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Abstract A novel palladium‐catalyzed approach to direct C‐3‐arylation of 1H‐indoles with arylhydrazines using air as the oxidant via CN bond cleavage has been developed. Various substituents are tolerated in this system in moderate to good yields. This reaction could also be compatible with a larger scale. Thus, this strategy using arylhydrazines as arylating reagents provides a powerful method for constructing substituted 3‐aryl‐1H‐indoles.
AbstractList A novel palladium‐catalyzed approach to direct C‐3‐arylation of 1H‐indoles with arylhydrazines using air as the oxidant via CN bond cleavage has been developed. Various substituents are tolerated in this system in moderate to good yields. This reaction could also be compatible with a larger scale. Thus, this strategy using arylhydrazines as arylating reagents provides a powerful method for constructing substituted 3‐aryl‐1H‐indoles.
A novel palladium-catalyzed approach to direct C-3-arylation of 1H-indoles with arylhydrazines using air as the oxidant via C--N bond cleavage has been developed. Various substituents are tolerated in this system in moderate to good yields. This reaction could also be compatible with a larger scale. Thus, this strategy using arylhydrazines as arylating reagents provides a powerful method for constructing substituted 3-aryl-1H-indoles.
A novel palladium-catalyzed approach to direct C-3-arylation of 1H-indoles with arylhydrazines using air as the oxidant via CN bond cleavage has been developed. Various substituents are tolerated in this system in moderate to good yields. This reaction could also be compatible with a larger scale. Thus, this strategy using arylhydrazines as arylating reagents provides a powerful method for constructing substituted 3-aryl-1H-indoles.
Author Li, Kangning
Chen, Yongxin
Guo, Shuaibo
Yuan, Hua
Qu, Jinpeng
Chen, Baohua
Hua, Qiuru
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Issue 4
Keywords AZOLES
arylhydrazines
denitrogenative process
PHENYLATION
HECK-TYPE REACTION
C-3 ARYLATION
REAGENTS
C BOND FORMATION
ALKYLATION
INDOLES
DESULFITATIVE ARYLATION
3-aryl-1H-indoles
CH activation
palladium-catalyzed reaction
PHENYLHYDRAZINES
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  article-title: Palladium-catalyzed desulfitative C-H arylation of azoles with sodium sulfinates
  publication-title: ORGANIC & BIOMOLECULAR CHEMISTRY
  doi: 10.1039/c1ob06387a
  contributor:
    fullname: Chen, R
– volume: 17
  start-page: 1105
  year: 2011
  ident: WOS:000287562300005
  article-title: Direct Arylation of Benzothiazoles and Benzoxazoles with Aryl Boronic Acids
  publication-title: CHEMISTRY-A EUROPEAN JOURNAL
  doi: 10.1002/chem.201002787
  contributor:
    fullname: Ranjit, S
SSID ssj0017877
Score 2.4221704
Snippet A novel palladium‐catalyzed approach to direct C‐3‐arylation of 1H‐indoles with arylhydrazines using air as the oxidant via CN bond cleavage has been...
A novel palladium-catalyzed approach to direct C-3-arylation of 1H-indoles with arylhydrazines using air as the oxidant via CN bond cleavage has been...
A novel palladium-catalyzed approach to direct C-3-arylation of 1H-indoles with arylhydrazines using air as the oxidant via C--N bond cleavage has been...
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SubjectTerms 3-aryl-1H-indoles
arylhydrazines
Bonding
Chemistry
Chemistry, Applied
Chemistry, Organic
Cleavage
Compatibility
CH activation
denitrogenative process
Oxidants
Oxidizing agents
palladium-catalyzed reaction
Physical Sciences
Science & Technology
Strategy
Synthesis
Title Palladium-Catalyzed Direct Denitrogenative C-3-Arylation of 1H-Indoles with Arylhydrazines using Air as the Oxidant
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