Photodecarboxylative Amination of Redox-Active Esters with Diazirines
Photodecarboxylative Amination of Redox-Active Esters with Diazirines
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DOI：
10.1021/acs.orglett.1c03344
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发表时间：
2021-11-19
期刊：
影响因子：
5.2
通讯作者：
Lopchuk, Justin M.
中科院分区：
文献类型：
--
作者：
Maharaj, Vishala;Chandrachud, Preeti P.;Lopchuk, Justin M.
二氮嘧啶最近被证明可以作为亲电胺化试剂提供二氮嘧啶、多用途杂环，这些杂环很容易转化为胺、肼和含氮杂环。在这里，我们报道了在温和的条件下使用廉价的光活化剂与二氮嘧啶进行氧化还原活性酯的光脱羧胺化反应，并扩大了初级底物的范围。证明了双氮嘧啶对蓝光的稳定性，为进一步研究其他具有这些独特杂环的光化学胺化方法铺平了道路。
Diazirines have been recently demonstrated to serve as electrophilic amination reagents that afford diaziridines, versatile heterocycles that are readily transformed into amines, hydrazines, and nitrogen- containing heterocycles. Here, we report the photodecarboxylative amination of redox-active esters with diazirines using inexpensive photoactivators under mild conditions with an enhanced scope for primary substrates. The stability of diazirines to blue light is demonstrated, paving the way for further research into other photochemical amination methods with these unique heterocycles.