Copper-catalyzed deaminative alkynylation of secondary amines with alkynes: selectivity switch in the synthesis of diverse propargylamines,Organic Chemistry Frontiers

当前位置： X-MOL 学术 › Org. Chem. Front. › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

Copper-catalyzed deaminative alkynylation of secondary amines with alkynes: selectivity switch in the synthesis of diverse propargylamines
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2021-11-10 , DOI: 10.1039/d1qo01240a
Shengyun Hu _{1,

2} , Huangdi Feng _{1,

3} , Hui Xi ₄ , Yuchen Meng ₂ , Ming Li ₂ , Liliang Huang ₁ , Junhai Huang ₂

Affiliation

Transition-metal catalyzed C–N bond activation has become one of the most promising bond cleavage and formation methods in organic synthesis. This method is still challenging when precise control over the selected C–N bond cleavage between two different C(sp³)–N bonds in one molecule is required. Herein, we report a time-dependent selective synthesis of two kinds of the propargylamines using the same CuBr₂/TBHP catalysis system. Control over the addition of terminal alkynes at different reaction times is essential for the site-selective deamination/alkynylation of secondary amines to obtain the corresponding products in good to excellent yields.

中文翻译：

铜催化仲胺与炔烃的脱氨基炔化：多种炔丙胺合成中的选择性转换

过渡金属催化的 C-N 键活化已成为有机合成中最有前途的键裂解和形成方法之一。当需要精确控制一个分子中两个不同 C(sp ³ )–N 键之间的选定 C–N 键断裂时，这种方法仍然具有挑战性。在此，我们报告了使用相同的 CuBr ₂ /TBHP 催化系统对两种炔丙胺进行时间依赖性选择性合成。在不同的反应时间控制末端炔烃的添加对于仲胺的位点选择性脱氨基/炔基化以获得良好至极好的产率的相应产物至关重要。

更新日期：2021-11-10

点击分享查看原文

点击收藏

阅读更多本刊最新论文本刊介绍/投稿指南11