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Updated: Sep 13, 2026

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
Iridium(III)-Catalyzed C-H Allylation and Aza-Wacker Cyclization of 2-Aryl Quinazolinones and Vinylcyclopropanes
Anand Kumar1, Haein Kim1, Chaeeun Kim1
1School of Pharmacy, Sungkyunkwan University, Suwon16419, Republic of Korea.
Abstract:
We describe a sequential protocol for iridium(III)-catalyzed o-C-H (E)-allylation of 2-aryl quinazolinones with vinylcyclopropanes (VCPs), followed by palladium(II)-catalyzed aza-Wacker cyclization and subsequent olefin migration, affording piperidine-fused quinazolinones. A broad substrate scope and complete site selectivity were achieved in this coupling reaction. Furthermore, post-transformations, including Diels-Alder cycloaddition and Michael addition of the synthesized product, underscore the potential of the developed method.
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