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This research focuses on developing a dual strain-release method for functionalizing azabicyclo[1.1.0]butanes and related structures.

March 29, 2026Open Access

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Lewis Acid Catalyzed Dual Strain-Release Platform for Transforming Azabicyclo1.1.0butanes into Functionalized Azetidines with Donor–Acceptor(D-A) Cyclopropanes and Bicyclo1.1.0butanes

SHSubhadeep HazraUniversity of Kalyani MPManveer PatelCentre of Biomedical Research SMSoumik MondalCentre of Biomedical Research

Key Points

This research focuses on developing a dual strain-release method for functionalizing azabicyclo[1.1.0]butanes and related structures.
Employs Lewis acid catalysis for dual strain-release mechanism
Facilitates orthogonal functionalization at N1 and C3 positions
Uses donor-acceptor cyclopropanes to activate azabicyclo compounds
Extends methodology to bicyclo[1.1.0]butanes for validation
Successfully functionalizes azabicyclo[1.1.0]butanes into azetidines
Achieves cleavage of strained C-N bonds
Demonstrates general applicability with bicyclo[1.1.0]butanes

Abstract

Herein, we disclose a catalytic dual strain-release approach that achieves orthogonal N1 and C3 functionalization of azabicyclo1.1.0butanes (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 bicyclo1.1.0butanes (BCBs) further demonstrates the generality of this concept.

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Lewis Acid Catalyzed Dual Strain-Release Platform for Transforming Azabicyclo1.1.0butanes into Functionalized Azetidines with Donor–Acceptor(D-A) Cyclopropanes and Bicyclo1.1.0butanes

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Abstract

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