Brook Rearrangement as Trigger for Dearomatization Reaction: Synthesis of Non‐Aromatic N ‐Heterocycles **

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Abstract: The [1,2]‐Brook rearrangement stands as a potent technique for constructing complex molecules. In this study, we showcase its power in the dearomatization of aromatic N‐heterocycles. Through a concise four‐step process that integrates lithiation, nucleophilic addition, Brook rearrangement and dearomatization reaction, we demonstrate a versatile strategy for generating diverse non‐aromatic N‐heterocycles which exhibit ambident reactivities. Various acyl silanes, halo‐pyridines, and quinolines have been explored within this context. The synthetic utility of this methodology is demonstrated through the construction of complex architectures.

Location: Deutsche Nationalbibliothek Frankfurt am Main

Extent: Online-Ressource

Language: Englisch

Bibliographic citation: Brook Rearrangement as Trigger for Dearomatization Reaction: Synthesis of Non‐Aromatic N ‐Heterocycles ** ; day:21 ; month:11 ; year:2023 ; extent:6
Chemistry - a European journal ; (21.11.2023) (gesamt 6)

Creator: Mondal, Rajarshi
Agbaria, Mohamed
Cohen, Orit
Nairoukh, Zackaria

DOI: 10.1002/chem.202303588

URN: urn:nbn:de:101:1-2023112214024592283721

Rights: Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.

Last update: 15.08.2025, 7:24 AM CEST

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Mondal, Rajarshi
Agbaria, Mohamed
Cohen, Orit
Nairoukh, Zackaria

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Brook Rearrangement as Trigger for Dearomatization Reaction: Synthesis of Non‐Aromatic N ‐Heterocycles **

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Other Objects (12)

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