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An atom-economical addition of methyl azaarenes with aromatic aldehydes via benzylic C(sp3)–H bond functionalization under solvent- and catalyst-free conditions
Beilstein Journal of Organic Chemistry ( IF 2.2 ) Pub Date : 2020-12-23 , DOI: 10.3762/bjoc.16.259
Divya Rohini Yennamaneni , Vasu Amrutham , Krishna Sai Gajula , Rammurthy Banothu , Murali Boosa , Narender Nama

A convenient practical approach for the synthesis of 2-(pyridin-2-yl)ethanols by direct benzylic addition of azaarenes and aldehydes under catalyst- and solvent-free conditions is reported. This reaction is metal-free, green, and was carried out in a facile operative environment without using any hazardous transition metal catalysts or any other coupling reagents. Different aromatic aldehydes and azaarenes were monitored, and the yields of the resulting products were moderate to excellent. We accomplished several azaarene derivatives under neat conditions through a highly atom-economical pathway. To evaluate the preparative potential of this process, gram-scale reactions were performed up to a 10 g scale.

中文翻译:

在无溶剂和无催化剂条件下,通过苄基C(sp3)–H键官能化,将甲基氮杂氮烯与芳族醛原子经济地加成

据报道,在无催化剂和无溶剂的条件下,通过直接苄基加成氮杂芳烃和醛来合成2-(吡啶-2-基)乙醇的简便实用方法。该反应是无金属的,绿色的,并且在不使用任何危险的过渡金属催化剂或任何其他偶联剂的情况下,在容易的操作环境中进行。监测了不同的芳族醛和氮杂芳烃,所得产物的产率为中等至优异。我们通过高度原子经济的途径在纯净条件下完成了几种氮杂芳烃衍生物。为了评估该方法的制备潜力,进行了克级反应直至10 g级。
更新日期:2020-12-23
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