Synthesis of Pyridinone-Fused [2.2]Paracyclophane by Ruthenium(II)-Catalyzed C–H Activation

Nitrogen-containing heterocycle-fused [2.2]paracyclophanes are a class of important molecules in a wide range of areas. Herein, we report a straightforward synthesis of pyridinone-fused [2.2]paracyclophanes through a ruthenium(II)-catalyzed C-H activation of <i>N-</i>methoxy [2.2]paracyclophanecarboxamide with alkynes. Optically pure products can be conveniently prepared by utilizing optically pure substrates instead. The product can be facilely elaborated into pyridine-fused [2.2]paracyclophanes with varied substituents. Preliminary mechanistic studies have been carried out, and a plausible catalytic cycle is proposed.

Authors

Publication Details

Journal
Organic Letters
Published
2025-06-09
DOI
https://doi.org/10.1021/acs.orglett.5c01531
Citations
3
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
2.81

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article

Synthesis of Pyridinone-Fused [2.2]Paracyclophane by Ruthenium(II)-Catalyzed C–H Activation

Ji‐Jun Jiang, Jun Wang, Hao Liang, Tianqing Liu et al.
3 citations
Organic Letters
Catalytic C–H Functionalization Methods
2.81
article

Synthesis of Pyridinone-Fused [2.2]Paracyclophane by Ruthenium(II)-Catalyzed C–H Activation

Ji‐Jun Jiang, Jun Wang, Hao Liang, Tianqing Liu, Lanlan Zhang
article en
3 citations

Abstract

Nitrogen-containing heterocycle-fused [2.2]paracyclophanes are a class of important molecules in a wide range of areas. Herein, we report a straightforward synthesis of pyridinone-fused [2.2]paracyclophanes through a ruthenium(II)-catalyzed C-H activation of <i>N-</i>methoxy [2.2]paracyclophanecarboxamide with alkynes. Optically pure products can be conveniently prepared by utilizing optically pure substrates instead. The product can be facilely elaborated into pyridine-fused [2.2]paracyclophanes with varied substituents. Preliminary mechanistic studies have been carried out, and a plausible catalytic cycle is proposed.

Organic LettersVol. 27(24)
National Natural Science Foundation of China
Openalex Percentile: Top 10%
Catalytic C–H Functionalization Methods
2.81
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