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Updated: Mar 28, 2026

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
Lewis Acid Catalyzed Dual Strain-Release Platform for Transforming Azabicyclo[1.1.0]butanes into Functionalized
Subhadeep Hazra1,2, Manveer Patel3, Soumik Mondal3
1Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research (NIPER), Mohali-160062, India.
Abstract:
Herein, we disclose a catalytic dual strain-release approach that achieves orthogonal N1 and C3 functionalization of azabicyclo[1.1.0]butanes (ABBs) through synergistic engagement with donor-acceptor cyclopropanes (DACs). Orthogonal Lewis acid polarization of the cyclopropane relays activation to ABB, permitting access to functionalized azetidines, through cleavage of the strained C-N bond of ABB. Extending this activation paradigm to bicyclo[1.1.0]butanes (BCBs) further demonstrates the generality of this concept.
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