Palladium( <scp>ii</scp> )-catalysed intramolecular hydroamination of 3-alkynyltetrahydroquinolines to methanobenzo[ <i>b</i> ]azepines

The selective Pd(II)-catalysed intramolecular 5-<i>endo-dig</i> hydroamination of 3-alkynyltetrahydroquinolines was developed to give structurally novel sp<sup>3</sup>-rich methanobenzo[<i>b</i>]azepine heterocycles. The pendant functionalities of these densely functionalised products include a nitro substituent and a vinyl handle, which were accessible to synthetic modifications for further enhancement of the molecular complexity.

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Publication Details

Journal
Chemical Communications
Published
2025-11-24
DOI
https://doi.org/10.1039/d5cc05479f
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Palladium( ii )-catalysed intramolecular hydroamination of 3-alkynyltetrahydroquinolines to methanobenzo[ b ]azepines

Chi Bong Eric Chao, Stephen G. Pyne, Christopher Richardson, Christopher J. T. Hyland et al.
Chemical Communications
Catalytic C–H Functionalization Methods
article

Palladium( ii )-catalysed intramolecular hydroamination of 3-alkynyltetrahydroquinolines to methanobenzo[ b ]azepines

Chi Bong Eric Chao, Stephen G. Pyne, Christopher Richardson, Christopher J. T. Hyland, Andrew J. Tague, Lloyd R. Kellermann
article en

Abstract

The selective Pd(II)-catalysed intramolecular 5-<i>endo-dig</i> hydroamination of 3-alkynyltetrahydroquinolines was developed to give structurally novel sp<sup>3</sup>-rich methanobenzo[<i>b</i>]azepine heterocycles. The pendant functionalities of these densely functionalised products include a nitro substituent and a vinyl handle, which were accessible to synthetic modifications for further enhancement of the molecular complexity.

Chemical CommunicationsVol. 62(2)
University of Wollongong (AU)
Openalex Percentile: Top 73%
Catalytic C–H Functionalization Methods
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