Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Regular Article
Catalytic Synthesis of Azepinoindoles from Ynamides Containing Indolyl Moieties via Ruthenium–Vinylidene Species
Masanori Tayu , Ryuta Watanabe, Hiroki Shinshima, Yi Hui, Sayaka Ohrui, Nozomi Saito
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Supplementary material

2025 Volume 73 Issue 8 Pages 732-737

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Abstract

Ruthenium–vinylidene intermediates derived from ynamides show great promise for synthesizing nitrogen-containing heterocycles. Azepinoindoles are significant in medicinal chemistry owing to their varied biological activities. Different azepinoindole frameworks feature diverse fused arrays of indole and azepine rings. In this study, we introduce a ruthenium-catalyzed approach based on ynamide chemistry to produce various azepinoindole frameworks using ynamides with an indole unit. Mechanistic insights were obtained through deuterium labeling experiments.

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© 2025 Author(s).
Published by The Pharmaceutical Society of Japan

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