Synthesis of 5-Arylselenyluracils via Bromide-Catalyzed Selective C(sp2)-H Selenylation of Uracils

IF 2.7 4区化学 Q1 CHEMISTRY, ORGANIC

Asian Journal of Organic Chemistry Pub Date : 2025-05-28 DOI:10.1002/ajoc.202500415

Zhouting Zeng, Feng Zhao, Huaixin Wei, Mingming Yu, Jinhui Cai

引用次数: 0

Abstract

Herein, an efficient method for the synthesis of 5-arylselenyluracils via bromide-catalyzed selective C(sp²)-H selenylation of uracils using boronic acid and elemental selenium as the selenyl source was successfully developed. This method proceeded smoothly for a series of arylboronic acids and uracils under metal-free and strong oxidant-free conditions. This protocol offered simple catalytic conditions, high efficiency, good functional group compatibility, easy operation, and easy scalable. Furthermore, the mechanistic studies suggested that this transformation was possibly undergone via a radical pathway.

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溴催化选择性C(sp2)-H硒化合成5-芳基硒化尿嘧啶

本研究以硼酸和硒元素为硒基源，通过溴化物催化选择性C(sp2)-H硒化反应，成功合成了5-芳基硒化尿嘧啶。该方法在无金属和强无氧化剂的条件下顺利地制备了一系列芳基硼酸和尿嘧啶。该工艺催化条件简单，效率高，官能团相容性好，操作简便，易于扩展。此外，机制研究表明，这种转化可能是通过自由基途径进行的。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Asian Journal of Organic Chemistry CHEMISTRY, ORGANIC-

CiteScore

4.70

自引率

3.70%

发文量

372

期刊介绍： Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC) The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.