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DOI RECORD

Synthesis of 1,1,3-Trisubstituted Cyclobutanes via Nucleophilic Ring-Opening of Bicyclobutanes with Amine and Alcohol Nucleophiles

Mengcheng Zhang, Yuying Chen, Jiayu Liu, Mengzhen Zhang, Xiaoyan Pei, Xiantao Ma

DOI10.2139/ssrn.7593785

PublisherElsevier BV

Journal / Source—

Published2026

Metadata Deposited2026-10-10 (updated: 2026-10-10)

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ISSN—

Typeposted-content

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Citations0

References deposited65

Access / license metadataAccess not determined License 1 ↗A reuse license does not by itself establish whether the full text is freely readable.

Abstract

This study reports a Lewis acid catalyzed ring-opening reaction of bicyclo[1.1.0]butanes (BCBs) with N/O-nucleophiles, providing a facile and modular approach for the synthesis of 1,1,3-trisubstituted cyclobutane derivatives. The reaction proceeds efficiently under mild conditions and exhibits broad substrate scope, accommodating diverse nucleophiles such as aliphatic amines, anilines, and alkyl alcohols, as well as substituted acyl-BCB substrates. High regioselectivity is observed consistently in the transformation, and gram-scale experiments further validate the synthetic utility of this method.

Open DOI