铁介导的烯烃酰胺溴环化反应用于合成溴苯并噁嗪

Synthesis Pub Date : 2024-06-05 DOI:10.1055/a-2338-8479
Da‐Zhen Xu, Tong-Tong Zhao, Qiang Bian, Yu-Wei Zhao, Lin-Lin Xu, Wei-Guang Zhao
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引用次数: 0

摘要

以烯烃酰胺为原料合成溴苯并噁嗪的铁介导溴化/环化方法已经开发成功。在该方案中,采用简单的铁盐 FeBr3 作为溴化试剂,溴苯并噁嗪产物的产率为中等到极佳。该方法具有良好的官能团耐受性、克级合成能力以及使用空气作为末端氧化剂的绿色反应条件。初步机理研究表明,其中涉及自由基途径。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Iron-Mediated Bromocyclization of Olefinic Amides for the Synthesis of Bromobenzoxazines

Iron-Mediated Bromocyclization of Olefinic Amides for the Synthesis of Bromobenzoxazines
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.
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