A novel three-component [5 + 1] heterocyclization leading to 2-azafluorenone synthesis and its polyfunctionalizations.

@article{Li2013ANT,
  title={A novel three-component [5 + 1] heterocyclization leading to 2-azafluorenone synthesis and its polyfunctionalizations.},
  author={Ying Li and Wei-Qiang Fan and Hai-Wei Xu and Bo Jiang and Shu‐Liang Wang and Shu-Jiang Tu},
  journal={Organic \& biomolecular chemistry},
  year={2013},
  volume={11 15},
  pages={
          2417-20
        }
}
An efficient methodology for the synthesis of new and highly functionalized 2-azafluorenones via a three-component domino reaction involving C1-aryl acylation, C3-thiolation, and C4-cyanation has been developed. This domino reaction enables successful assembly of three new sigma bonds including a C-S bond and a C-N bond in a one-pot operation. Features of this strategy include the mild condition, convenient one-pot operation, and short reaction periods (15-30 min). 
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A Novel Three-Component [5 + 1] Heterocyclization Leading to 2-Azafluorenone Synthesis and Its Polyfunctionalizations.
Highly functionalized 2-azafluorenones are synthesized by domino reactions involving C1-aryl acylation, C3-thiolation, and C4-cyanation under mild conditions in short reaction times (15-30 min).
Efficient [4+1]/[3+2+1] bis-cyclizations stereoselectively yielding unprecedented polyacyclic indeno-fused xanthenes
Facile regiospecific synthesis of 2,3-disubstituted indoles from isatins.
TLDR
The method described herein represents a novel and very simple approach to synthesize various 2,3-disubstituted indoles, extremely important structural motifs in the pharmaceutical industry and medicinal chemistry.
Tribromo melamine-catalyzed one-pot synthesis of a series of 4-aryl-4,5-dihydro-1H-indeno[1,2-b]pyridine derivatives
Pentafluorophenylammonium triflate: An effective and reusable organocatalyst for the one-pot preparation of 2,4-diaryl-5H-indeno[1,2-b]pyridin-5-one derivatives
Ag2O mediated N-demethylation and oxidative opening of indenopyrido[2,1-a]isoindolones. Efficient access to polysubstituted 1-azafluorenones
Highly functionalized 1-azafluorenones were obtained from indeno[2,1-a]isoindolones through Ag2O-mediated cascade reaction. The cascade process includes the oxidation of vicinal alcohol and…
Synthesis of substituted azafluorenones from dihalogeno diaryl ketones by palladium-catalyzed auto-tandem processes.
Substituted azafluorenones were synthesized from different dihalogeno diaryl ketones under palladium catalysis by combining either Suzuki or Heck coupling with direct cyclizing arylation. Conditions…
Synthesis of azafluorenones and related compounds using deprotocupration–aroylation followed by intramolecular direct arylation
An appropriate one-pot synthesis of 4-aryl-2-naphthalen-2-yl-5H-indeno [1,2-b]pyridin-5-ones using thiourea dioxide as an efficient and reusable organocatalyst
AbstractA new one-pot synthesis of 4-aryl-2-naphthalen-2-yl-5H-indeno[1,2-b]pyridin-5-ones from the condensation of aryl aldehydes, 1-naphthalen-2-yl-ethanone, 1,3-indandione and ammonium acetate in…
Auto-Tandem Palladium Catalysis: From Isoxazole to 2-Azafluorenone.
An auto-tandem palladium catalysis from halogen-substituted isoxazoles and Michael acceptors is described. It involves two mechanistically distinct palladium-catalyzed reactions, a Heck reaction and…
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