Lewis Acid Catalyzed Dual Strain-Release Platform for Transforming Azabicyclo[1.1.0]butanes into Functionalized Azetidines with Donor–Acceptor(D-A) Cyclopropanes and Bicyclo[1.1.0]butanes

Organic Letters 2026 Open access

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Authors: Subhadeep Hazra, Manveer Patel, Soumik Mondal, Rezwan Ahmed, Pujan Sasmal, Swati De, Jaideep Saha
DOI: 10.1021/acs.orglett.6c00880
Cited by: 5
References: 55

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.

Fields of Study & Subjects

Cyclopropane Reaction Mechanisms Radical Photochemical Reactions Synthesis and Catalytic Reactions

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
14
Pages
4554–4559
Publication date
26 March 2026
Language
EN