Selective copper-catalyzed cross-coupling of cyclopropyl and cyclobutyl 1,2-bis(boronates)

Herein we disclose an approach to perform the selective copper-catalyzed cross-coupling of 1,2-diborylcyclopropanes and cyclobutanes with different electrophiles. In the case of 1,2-diborylcyclopropanes, a simple alkoxide base was needed to promote the cross-coupling with either allyl halides, propa...

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Detalles Bibliográficos
Autores: Velado, Marina, Teresa Ojeda, Javier, Fernández de la Pradilla, Roberto, Viso, Alma, Tortosa Manzanares, Mariola
Tipo de recurso: artículo
Fecha de publicación:2026
País:España
Institución:Universidad Autónoma de Madrid
Repositorio:Biblos-e Archivo. Repositorio Institucional de la UAM
Idioma:inglés
OAI Identifier:oai:dnet:biblosearchi::c3e18127ef19f71fd0ab92e9991e1b55
Acceso en línea:https://hdl.handle.net/10486/774400
https://dx.doi.org/10.1021/acs.orglett.6c01560
Access Level:acceso abierto
Palabra clave:Química
Descripción
Sumario:Herein we disclose an approach to perform the selective copper-catalyzed cross-coupling of 1,2-diborylcyclopropanes and cyclobutanes with different electrophiles. In the case of 1,2-diborylcyclopropanes, a simple alkoxide base was needed to promote the cross-coupling with either allyl halides, propargyl halides, alkynyl halides, or electrophilic amines, which highlights the special reactivity of these diboron compounds. In the case of 1,2-diborylspirocyclobutanes, a site-selective activation of the less hindered boron was observed. Further functionalization of the remaining boryl moiety provides access to highly functionalized stereodefined cyclopropanes and spirocyclobutanes