Cu-catalyzed convenient synthesis of 2-trifluoromethyl benzimidazoles <i>via</i> cyclization of <i>o</i>-phenylenediamines with hexafluoroacetylacetone

Chen, Xia; Zhou, Xiao-Yu; Liu, Hai-Long; Zhang, Sheng; Bao, Ming

doi:10.1039/d3ob01702h

Org. Biomol. Chem.

2023

DOI: 10.1039/d3ob01702h

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Cu-catalyzed convenient synthesis of 2-trifluoromethyl benzimidazoles via cyclization of o-phenylenediamines with hexafluoroacetylacetone

Xia Chen,

Xiao-Yu Zhou,

Hai-Long Liu

et al.

Abstract: An efficient and convenient method for the synthesis of 2-trifluoromethyl benzimidazoles is described in this paper. The cyclization reaction of various o-phenylenediamines with hexaﬂuoroacetylacetone proceeded smoothly in the presence of...

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Pd‐Catalyzed Cyclization of o‐Iodoanilines with Acrylates or Acrylic Acids: A Convenient One‐Step Route to 2‐Quinolinones

Chen,

Liu,

Zhou

et al. 2024

Eur J Org Chem

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A convenient and general method for the construction of 2‐quinolinones was developed in this paper. The Pd‐catalyzed cyclization reaction of various o‐iodoanilines with acrylates or acrylic acids proceeded smoothly to produce 2‐quinolinones in 28–>99 % yields. The key to achieve the cyclization reaction is to utilize suitable base, such as potassium pivalate and potassium acetate. Various synthetically useful functional groups, such as halogen atoms, methoxycarbonyl, and nitro groups, remained intact during the reaction. The effects of catalyst and base on this cyclization reaction and kinetic experiments were investigated to understand the aspect of the reaction.

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Pd‐Catalyzed Cyclization of o‐Iodoanilines with Acrylates or Acrylic Acids: A Convenient One‐Step Route to 2‐Quinolinones

Chen,

Liu,

Zhou

et al. 2024

Eur J Org Chem

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show abstract

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Cu-catalyzed convenient synthesis of 2-trifluoromethyl benzimidazoles via cyclization of o-phenylenediamines with hexafluoroacetylacetone

Abstract: An efficient and convenient method for the synthesis of 2-trifluoromethyl benzimidazoles is described in this paper. The cyclization reaction of various o-phenylenediamines with hexaﬂuoroacetylacetone proceeded smoothly in the presence of...

Cited by 1 publication

References 46 publications

Pd‐Catalyzed Cyclization of o‐Iodoanilines with Acrylates or Acrylic Acids: A Convenient One‐Step Route to 2‐Quinolinones

Pd‐Catalyzed Cyclization of o‐Iodoanilines with Acrylates or Acrylic Acids: A Convenient One‐Step Route to 2‐Quinolinones

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