Cobalt-Catalyzed [2+2+2] Cycloadditions of Alkynyl Yndiamides with Nitriles

Herein is described a convenient cobalt-catalyzed [2+2+2] cycloaddition of alkynyl yndiamides with nitriles. This regioselective reaction provides access to 39 novel valuable 2,3-dihydro-1<i>H</i>-pyrrolo[2,3-<i>c</i>]pyridin-7-amine or (1,2,3,4-tetrahydro-1,7-naphthyridin-8-yl)-9<i>H</i>-carbazole derivatives. These highly substituted pyridines are important building blocks in medicinal chemistry. The process is eco-friendly since the cycloaddition is conducted in a green solvent with a non-noble transition metal catalyst.

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Publication Details

Journal
Organic Letters
Published
2026-03-24
DOI
https://doi.org/10.1021/acs.orglett.6c00823
Primary Topic
Catalytic Alkyne Reactions
Type
article
Field-Weighted Citation Impact
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article

Cobalt-Catalyzed [2+2+2] Cycloadditions of Alkynyl Yndiamides with Nitriles

Organic Letters
Catalytic Alkyne Reactions
article

Cobalt-Catalyzed [2+2+2] Cycloadditions of Alkynyl Yndiamides with Nitriles

article en

Abstract

Herein is described a convenient cobalt-catalyzed [2+2+2] cycloaddition of alkynyl yndiamides with nitriles. This regioselective reaction provides access to 39 novel valuable 2,3-dihydro-1<i>H</i>-pyrrolo[2,3-<i>c</i>]pyridin-7-amine or (1,2,3,4-tetrahydro-1,7-naphthyridin-8-yl)-9<i>H</i>-carbazole derivatives. These highly substituted pyridines are important building blocks in medicinal chemistry. The process is eco-friendly since the cycloaddition is conducted in a green solvent with a non-noble transition metal catalyst.

Organic Letters
Centre National de la Recherche Scientifique (FR), Chimie ParisTech - PSL (FR), Université Paris Sciences et Lettres (FR)
Responsible consumption and production
Openalex Percentile: Top 9%
Catalytic Alkyne Reactions
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