Salicylaldehyde-Enabled\nCo(II)-Catalyzed Oxidative\nC–H Alkenylation of Indoles with Olefins

A ligand-promoted oxidative dehydrogenation C–H\nalkenylation\nof indoles and olefins was achieved using commercial and low-cost\nCo(NO<sub>3</sub>)<sub>2</sub>·6H<sub>2</sub>O as a catalyst\nand Mn(OAc)<sub>2</sub> as an oxidant. The design and selection of\nelectrically unique methyl-substituted salicylaldehyde as a ligand\nis the key to achieve this transformation. This protocol can introduce\nan indole backbone into diverse bioactive molecules such as ibuprofen,\nnaproxen, and Estrol for late-stage synthetic modification, which\nhas potential applications in the discovery of drug molecules containing\nan indole motif.

Publication Details

Journal
Figshare
Published
2024-12-27
DOI
https://doi.org/10.1021/acs.joc.4c01643.s001
Primary Topic
Catalytic C–H Functionalization Methods
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article
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article

Salicylaldehyde-Enabled\nCo(II)-Catalyzed Oxidative\nC–H Alkenylation of Indoles with Olefins

Figshare
Catalytic C–H Functionalization Methods
article

Salicylaldehyde-Enabled\nCo(II)-Catalyzed Oxidative\nC–H Alkenylation of Indoles with Olefins

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Abstract

A ligand-promoted oxidative dehydrogenation C–H\nalkenylation\nof indoles and olefins was achieved using commercial and low-cost\nCo(NO<sub>3</sub>)<sub>2</sub>·6H<sub>2</sub>O as a catalyst\nand Mn(OAc)<sub>2</sub> as an oxidant. The design and selection of\nelectrically unique methyl-substituted salicylaldehyde as a ligand\nis the key to achieve this transformation. This protocol can introduce\nan indole backbone into diverse bioactive molecules such as ibuprofen,\nnaproxen, and Estrol for late-stage synthetic modification, which\nhas potential applications in the discovery of drug molecules containing\nan indole motif.

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Openalex Percentile: Top 61%
Catalytic C–H Functionalization Methods
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Salicylaldehyde-Enabled\nCo(II)-Catalyzed Oxidative\nC–H Alkenylation of Indoles with Olefins · Figshare (2024) | TGRS Research Map | TGRS