An Eco-Friendly Stereoselective Synthesis of Novel Derivatives of Indeno[1,2-b]Pyrrole and Indeno[1,2-c]Pyridazine

Vladimir L. Gein, Natalia V. Nosova, Andrei N. Yankin, Alina Y. Bazhina, Maksim V. Dmitriev

Research outputpeer-review

Abstract

A highly efficient and simple synthesis of a number of pharmaceutically interesting functionalized indenopirrole derivatives has been developed via the reaction of ninhydrin and acetoacetic acid amides in ethanol at the absence of catalyst at room temperature. In the case, then N,N-dialkylacetoacetamides were used as the methylene components, novel N,N-dialkyl-3-oxobutanamide derivatives were received. The novel indenopyridazine derivatives were first obtained via the reaction of indenopirroles with hydrazine. Environmental friendliness, mild reaction conditions, simple work-up avoiding chromatographic purification, and excellent yields are the important features of this protocol.

Original languageEnglish
JournalPolycyclic Aromatic Compounds
DOIs
Publication statusPublished - 1 Jan 2019

Scopus subject areas

  • Polymers and Plastics
  • Organic Chemistry
  • Materials Chemistry

Cite this

Gein, Vladimir L. ; Nosova, Natalia V. ; Yankin, Andrei N. ; Bazhina, Alina Y. ; Dmitriev, Maksim V. / An Eco-Friendly Stereoselective Synthesis of Novel Derivatives of Indeno[1,2-b]Pyrrole and Indeno[1,2-c]Pyridazine. In: Polycyclic Aromatic Compounds. 2019.
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An Eco-Friendly Stereoselective Synthesis of Novel Derivatives of Indeno[1,2-b]Pyrrole and Indeno[1,2-c]Pyridazine. / Gein, Vladimir L.; Nosova, Natalia V.; Yankin, Andrei N.; Bazhina, Alina Y.; Dmitriev, Maksim V.

In: Polycyclic Aromatic Compounds, 01.01.2019.

Research outputpeer-review

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T1 - An Eco-Friendly Stereoselective Synthesis of Novel Derivatives of Indeno[1,2-b]Pyrrole and Indeno[1,2-c]Pyridazine

AU - Gein, Vladimir L.

AU - Nosova, Natalia V.

AU - Yankin, Andrei N.

AU - Bazhina, Alina Y.

AU - Dmitriev, Maksim V.

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AB - A highly efficient and simple synthesis of a number of pharmaceutically interesting functionalized indenopirrole derivatives has been developed via the reaction of ninhydrin and acetoacetic acid amides in ethanol at the absence of catalyst at room temperature. In the case, then N,N-dialkylacetoacetamides were used as the methylene components, novel N,N-dialkyl-3-oxobutanamide derivatives were received. The novel indenopyridazine derivatives were first obtained via the reaction of indenopirroles with hydrazine. Environmental friendliness, mild reaction conditions, simple work-up avoiding chromatographic purification, and excellent yields are the important features of this protocol.

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