Substrate‐Dependent Stereoselective Synthesis of Pyrrolo[3,4‐<i>b</i>]Pyridin‐5‐Ones and Pyridyl Isoindoline‐1‐Ones Using Bis(benzotriazol‐1‐yl) Ligand

The documented work highlighted the synthesis of bis(benzotriazol-1-yl) methane derivatives using silicomolybdic acid (SMA) and successfully implemented in the stereoselective synthesis of diverse pyrrolo[3,4-b]pyridin-5-one and pyridyl isoindolinones derivatives in one-pot. The pyridinamide precursor with diverse alkynes furnished Z-selectivity of pyrrolo[3,4-b]pyridin-5-one across exocyclic C=C bond while the various benzamides on treating with 2-ethynyl pyridine afforded (E)-pyridylisoindoline-1-ones as a major isomer. The single-crystal X-ray diffraction provides strong evidence in favor of the existence and orientation of developed compounds. The broad substrate scope, easy accessibility of substrates, high stereoselectivity, scale-up synthesis, and crystal evidence demonstrate the merits of the current decorum.

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Publication Details

Journal
Chemistry - An Asian Journal
Published
2024-11-19
DOI
https://doi.org/10.1002/asia.202401301
Citations
3
Primary Topic
Synthesis and Reactivity of Heterocycles
Type
article
Field-Weighted Citation Impact
0.75
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article

Substrate‐Dependent Stereoselective Synthesis of Pyrrolo[3,4‐b]Pyridin‐5‐Ones and Pyridyl Isoindoline‐1‐Ones Using Bis(benzotriazol‐1‐yl) Ligand

Sumit K. Singh, Somenath Garai, Manoj K. Jaiswal, Vinod K. Tiwari et al.
3 citations
Chemistry - An Asian Journal
Synthesis and Reactivity of Heterocycles
0.75
article

Substrate‐Dependent Stereoselective Synthesis of Pyrrolo[3,4‐b]Pyridin‐5‐Ones and Pyridyl Isoindoline‐1‐Ones Using Bis(benzotriazol‐1‐yl) Ligand

Sumit K. Singh, Somenath Garai, Manoj K. Jaiswal, Vinod K. Tiwari, K. Sunil, Mangal S. Yadav
article en
3 citations

Abstract

The documented work highlighted the synthesis of bis(benzotriazol-1-yl) methane derivatives using silicomolybdic acid (SMA) and successfully implemented in the stereoselective synthesis of diverse pyrrolo[3,4-b]pyridin-5-one and pyridyl isoindolinones derivatives in one-pot. The pyridinamide precursor with diverse alkynes furnished Z-selectivity of pyrrolo[3,4-b]pyridin-5-one across exocyclic C=C bond while the various benzamides on treating with 2-ethynyl pyridine afforded (E)-pyridylisoindoline-1-ones as a major isomer. The single-crystal X-ray diffraction provides strong evidence in favor of the existence and orientation of developed compounds. The broad substrate scope, easy accessibility of substrates, high stereoselectivity, scale-up synthesis, and crystal evidence demonstrate the merits of the current decorum.

Chemistry - An Asian JournalVol. 20(5)
Banaras Hindu University (IN)
Openalex Percentile: Top 31%
Synthesis and Reactivity of Heterocycles
0.75
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