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Updated: Jul 2, 2025

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
Copper(I)-Catalyzed Tandem Aminobenzannulation of Dienyne with Sulfonyl Azide
Rajagopal Ramkumar1, Subramanian Srikriya1, Pazhamalai Anbarasan1
1Department of Chemistry, Indian Institute of Technology Madras, Chennai 600036, India.
Abstract:
A general and efficient copper-catalyzed tandem aminobenzannulation of dienyne has been accomplished employing sulfonyl azides as a coupling partner. The reaction involves the formation of both C-C and C-N bonds via the initial generation of copper-catalyzed ketenimine from terminal alkyne and sulfonyl azide followed by electrocyclic ring closure and aromatization. The developed reaction is operationally simple and allows the synthesis of diverse substituted aminonaphthalenes and fused aminoarenes in good to excellent yields with high selectivities.
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