Nickel-Catalyzed Carbonylative Cyclization of Bromodifluoroacetamides with Arylboronic Acids toward δ-Lactams

A nickel-catalyzed radical cyclization/carbonylation reaction of bromodifluoroacetamides with arylboronic acids has been explored. This strategy allows for the synthesis of δ-lactams bearing both <i>gem</i>-difluoro and carbonyl groups through a sequential single-electron transfer, 6-<i>exo</i>-<i>trig</i> cyclization, and carbonyl insertion process. This method proceeds under mild reaction conditions with good functional group compatibility, enabling the preparation of various structurally diverse δ-lactams that might have further applications in medicinal chemistry.

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Journal
Organic Letters
Published
2025-08-28
DOI
https://doi.org/10.1021/acs.orglett.5c03212
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.00

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article

Nickel-Catalyzed Carbonylative Cyclization of Bromodifluoroacetamides with Arylboronic Acids toward δ-Lactams

Xiao‐Feng Wu, Chen-Yang Hou, Yuting Jiang, Xinxin Qi et al.
Organic Letters
Catalytic C–H Functionalization Methods
article

Nickel-Catalyzed Carbonylative Cyclization of Bromodifluoroacetamides with Arylboronic Acids toward δ-Lactams

Xiao‐Feng Wu, Chen-Yang Hou, Yuting Jiang, Xinxin Qi, Hucheng Ma
article en

Abstract

A nickel-catalyzed radical cyclization/carbonylation reaction of bromodifluoroacetamides with arylboronic acids has been explored. This strategy allows for the synthesis of δ-lactams bearing both <i>gem</i>-difluoro and carbonyl groups through a sequential single-electron transfer, 6-<i>exo</i>-<i>trig</i> cyclization, and carbonyl insertion process. This method proceeds under mild reaction conditions with good functional group compatibility, enabling the preparation of various structurally diverse δ-lactams that might have further applications in medicinal chemistry.

Organic LettersVol. 27(36)
Zhejiang Sci-Tech University (CN), Dalian Institute of Chemical Physics (CN), Chinese Academy of Sciences (CN), Leibniz Institute for Catalysis (DE), Ingenierie des Materiaux polymeres (FR), Dalian National Laboratory for Clean Energy (CN), Interface (United Kingdom) (GB)
Dalian Institute of Chemical Physics, National Key Research and Development Program of China
Openalex Percentile: Top 83%
Catalytic C–H Functionalization Methods
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Nickel-Catalyzed Carbonylative Cyclization of Bromodifluoroacetamides with Arylboronic Acids toward δ-Lactams — Xiao‐Feng Wu, Chen-Yang Hou, et al. · Organic Letters (2025) | TGRS Research Map | TGRS