Regioselective copper-catalyzed dearomative alkynylation of <i>N</i> -alkyl nicotinate and isoquinoline salts

This report describes a copper-catalyzed, dearomative alkynylation of <i>N</i>-alkyl pyridinium and isoquinolinium salts with readily available terminal alkynes. The reaction proceeds under mild conditions to afford a range of six-membered N-heterocyclic scaffolds in moderate to good yields with high regioselectivity. These products serve as valuable synthetic intermediates for the construction of complex nitrogen-containing heterocycles.

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Journal
Organic & Biomolecular Chemistry
Published
2025-01-01
DOI
https://doi.org/10.1039/d5ob01487e
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Regioselective copper-catalyzed dearomative alkynylation of N -alkyl nicotinate and isoquinoline salts

Hua‐Dong Xu, Mei‐Hua Shen, Mingyuan Shi, Chi‐Fan Zhu et al.
Organic & Biomolecular Chemistry
Catalytic C–H Functionalization Methods
article

Regioselective copper-catalyzed dearomative alkynylation of N -alkyl nicotinate and isoquinoline salts

Hua‐Dong Xu, Mei‐Hua Shen, Mingyuan Shi, Chi‐Fan Zhu, Xiasen Dong, Xiaojing Li, Jun-Ju Mai, Fei Li
article en

Abstract

This report describes a copper-catalyzed, dearomative alkynylation of <i>N</i>-alkyl pyridinium and isoquinolinium salts with readily available terminal alkynes. The reaction proceeds under mild conditions to afford a range of six-membered N-heterocyclic scaffolds in moderate to good yields with high regioselectivity. These products serve as valuable synthetic intermediates for the construction of complex nitrogen-containing heterocycles.

Organic & Biomolecular ChemistryVol. 23(46)
Changzhou University (CN)
Openalex Percentile: Top 75%
Catalytic C–H Functionalization Methods
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