Nickel-CatalyzedHydrocarbamoylation of Alkenes withIsocyanates

The hydrocarbamoylation of alkenes with isocyanates is a promising method for synthesizing amides. However, applying this strategy to more inert, simple alkenes, such as styrenes, α-olefins, and internal alkenes, poses significant challenges. Here, we report the first nickel-catalyzed hydrocarbamoylation of alkenes with isocyanates, facilitated by triethoxysilane to reduce nickelacycle intermediates. By switching ligandsincluding 6,6′-dimethyl-2,2′-bipyridine and <i>N</i>-heterocyclic carbenethis method efficiently produces amides from a diverse array of alkenes, including styrenes, α-olefins, internal alkenes, and gaseous olefins.

Publication Details

Journal
Figshare
Published
2025-03-17
DOI
https://doi.org/10.1021/acs.orglett.5c00520.s001
Primary Topic
Mycorrhizal Fungi and Plant Interactions
Type
article
Field-Weighted Citation Impact
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article

Nickel-CatalyzedHydrocarbamoylation of Alkenes withIsocyanates

Figshare
Mycorrhizal Fungi and Plant Interactions
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Nickel-CatalyzedHydrocarbamoylation of Alkenes withIsocyanates

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Abstract

The hydrocarbamoylation of alkenes with isocyanates is a promising method for synthesizing amides. However, applying this strategy to more inert, simple alkenes, such as styrenes, α-olefins, and internal alkenes, poses significant challenges. Here, we report the first nickel-catalyzed hydrocarbamoylation of alkenes with isocyanates, facilitated by triethoxysilane to reduce nickelacycle intermediates. By switching ligandsincluding 6,6′-dimethyl-2,2′-bipyridine and <i>N</i>-heterocyclic carbenethis method efficiently produces amides from a diverse array of alkenes, including styrenes, α-olefins, internal alkenes, and gaseous olefins.

Figshare
Clean water and sanitation
Openalex Percentile: Top 55%
Mycorrhizal Fungi and Plant Interactions
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Nickel-CatalyzedHydrocarbamoylation of Alkenes withIsocyanates · Figshare (2025) | TGRS Research Map | TGRS