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Synthesis 2024; 56(19): 2993-3000
DOI: 10.1055/a-2338-8479
DOI: 10.1055/a-2338-8479
paper
Iron-Mediated Bromocyclization of Olefinic Amides for the Synthesis of Bromobenzoxazines
This work was financially supported by National College Students Innovation and Entrepreneurship Training Program (No. 202310055078).
Abstract
An iron-mediated bromination/cyclization for the synthesis of bromobenzoxazines from olefinic amides has been successfully developed. In this protocol, the simple iron salt FeBr3 was employed as a bromination reagent, giving the bromobenzoxazine products in moderate to excellent yields. This methodology features good functional group tolerance, gram-scale synthesis, and green reaction conditions by the use of air as the terminal oxidant. Preliminary mechanistic studies suggest that a free radical pathway is involved.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2338-8479.
- Supporting Information
Publikationsverlauf
Eingereicht: 07. April 2024
Angenommen nach Revision: 05. Juni 2024
Accepted Manuscript online:
05. Juni 2024
Artikel online veröffentlicht:
25. Juni 2024
© 2024. Thieme. All rights reserved
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