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Updated: Sep 10, 2025

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
Catalytic Synthesis of Azepinoindoles from Ynamides Containing Indolyl Moieties via Ruthenium-Vinylidene Species
Masanori Tayu1, Ryuta Watanabe1, Hiroki Shinshima1
1Meiji Pharmaceutical University, 2-522-1 Noshio, Kiyose, Tokyo 204-8588, Japan.
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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