Copper-Catalyzed\nCascade Cyclization of 2‑Nitrochalcones\nwith NH-Heterocycles

We developed a method for allowing cascade cyclization\nof 2-nitrochalcones\nwith pyrazoles, imidazole, and indazole in the presence of CuI catalyst,\nDBU base, and THF solvent. The conditions were tolerant of an array\nof useful functionalities including ester, nitro, cyano, halogen groups.\nA mechanistic consideration was also provided, as H<sub>2</sub>O<sub>2</sub> was presumably a byproduct. Our method appears to be a rare\nexample to directly prepare C3-heterocyclic unprotected indoles.

Publication Details

Journal
Figshare
Published
2024-11-19
DOI
https://doi.org/10.1021/acs.joc.4c01960.s001
Primary Topic
Mycorrhizal Fungi and Plant Interactions
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article
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article

Copper-Catalyzed\nCascade Cyclization of 2‑Nitrochalcones\nwith NH-Heterocycles

Figshare
Mycorrhizal Fungi and Plant Interactions
article

Copper-Catalyzed\nCascade Cyclization of 2‑Nitrochalcones\nwith NH-Heterocycles

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Abstract

We developed a method for allowing cascade cyclization\nof 2-nitrochalcones\nwith pyrazoles, imidazole, and indazole in the presence of CuI catalyst,\nDBU base, and THF solvent. The conditions were tolerant of an array\nof useful functionalities including ester, nitro, cyano, halogen groups.\nA mechanistic consideration was also provided, as H<sub>2</sub>O<sub>2</sub> was presumably a byproduct. Our method appears to be a rare\nexample to directly prepare C3-heterocyclic unprotected indoles.

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Clean water and sanitation
Openalex Percentile: Top 64%
Mycorrhizal Fungi and Plant Interactions
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Copper-Catalyzed\nCascade Cyclization of 2‑Nitrochalcones\nwith NH-Heterocycles · Figshare (2024) | TGRS Research Map | TGRS