Formation of Substituted Benzocyclobutenes Starting from Donor–Acceptor Cyclopropanes

We describe an operationally simple, good-yielding, two-step cascade process to convert biscyclopropanes <b>1</b> into high-value benzocyclobutene building blocks <b>3</b>. This study highlights the novel reactivity of our "in-house" donor-acceptor cyclopropane, achieving complete diastereoselectivity and regioselectivity transfer.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-03-06
DOI
https://doi.org/10.1021/acs.joc.4c02926
Citations
2
Primary Topic
Cyclopropane Reaction Mechanisms
Type
article
Field-Weighted Citation Impact
1.87

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article

Formation of Substituted Benzocyclobutenes Starting from Donor–Acceptor Cyclopropanes

Laurent Comméiras, Virginie Héran, Yannick Carissan, Bohdan Biletskyi et al.
2 citations
The Journal of Organic Chemistry
Cyclopropane Reaction Mechanisms
1.87
article

Formation of Substituted Benzocyclobutenes Starting from Donor–Acceptor Cyclopropanes

Laurent Comméiras, Virginie Héran, Yannick Carissan, Bohdan Biletskyi, Maxime Dousset, P Colonna, Gaëlle Chouraqui
article en
2 citations

Abstract

We describe an operationally simple, good-yielding, two-step cascade process to convert biscyclopropanes <b>1</b> into high-value benzocyclobutene building blocks <b>3</b>. This study highlights the novel reactivity of our "in-house" donor-acceptor cyclopropane, achieving complete diastereoselectivity and regioselectivity transfer.

The Journal of Organic ChemistryVol. 90(11)
Centre National de la Recherche Scientifique (FR), Centrale Méditerranée (FR)
Aix-Marseille Université, Agence Nationale de la Recherche, Ministère de l'Education Nationale, de l'Enseignement Superieur et de la Recherche, Centre National de la Recherche Scientifique
Openalex Percentile: Top 17%
Cyclopropane Reaction Mechanisms
1.87
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