Palladium(ii)-catalysed intramolecular hydroamination of 3-alkynyltetrahydroquinolines to methanobenzo[b]azepines
Chi Bong Eric
Chao, 
a
Lloyd R.
Kellermann,
a
Christopher
Richardson,
a
Andrew J.
Tague,
*a
Stephen G.
Pyne
*a
and
Christopher J. T.
Hyland
*a
a
Lloyd R.
Kellermann,
a
Christopher
Richardson,
a
Andrew J.
Tague,
*a
Stephen G.
Pyne
*a
and
Christopher J. T.
Hyland
*a
Abstract
The selective Pd(II)-catalysed intramolecular 5-endo-dig hydroamination of 3-alkynyltetrahydroquinolines was developed to give structurally novel sp3-rich methanobenzo[b]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.
![Graphical abstract: Palladium(ii)-catalysed intramolecular hydroamination of 3-alkynyltetrahydroquinolines to methanobenzo[b]azepines](/en/Image/Get?imageInfo.ImageType=GA&imageInfo.ImageIdentifier.ManuscriptID=D5CC05479F&imageInfo.ImageIdentifier.Year=2026)
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