Phosphine-Catalyzed [4 + 3] Annulation of β'-Acetoxy Allenoates with 1C,3N-Dinucleophiles : Access to Functionalized Azepine Derivatives

A novel method for the synthesis of functionalized azepine derivatives has been developed through a phosphine-catalyzed [4 + 3] annulation of β'-acetoxy allenoates with benzimidazole-derived 1C,3N-dinucleophiles. This approach demonstrates high efficiency and yields ranging from moderate to excellent. The reaction exhibits a wide substrate scope under the optimized conditions. Furthermore, an initial exploration of the asymmetric variant of this reaction has been conducted, utilizing phosphine (R)-SITCP as the catalyst.

Medienart:

E-Artikel

Erscheinungsjahr:

2024

Erschienen:

2024

Enthalten in:

Zur Gesamtaufnahme - volume:89

Enthalten in:

The Journal of organic chemistry - 89(2024), 7 vom: 05. Apr., Seite 4784-4791

Sprache:

Englisch

Beteiligte Personen:

Ni, Chunjie [VerfasserIn]
Liang, Zhanhang [VerfasserIn]
Xu, Xiaojuan [VerfasserIn]
Yu, Fan [VerfasserIn]
Zhang, Dong [VerfasserIn]
Chen, Chen [VerfasserIn]

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Journal Article

Anmerkungen:

Date Revised 05.04.2024

published: Print-Electronic

Citation Status PubMed-not-MEDLINE

doi:

10.1021/acs.joc.4c00011

funding:

Förderinstitution / Projekttitel:

PPN (Katalog-ID):

NLM370129210