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I2-Catalyzed Aerobic α,β-Dehydrogenation and Deamination of Tertiary Alkylamines: Highly Selective Synthesis of Polysubstituted Pyrimidines via Hidden Acyclic Enamines.
Organic Letters ( IF 4.9 ) Pub Date : 2020-07-07 , DOI: 10.1021/acs.orglett.0c02001
Qinghe Gao 1 , Manman Wu 1 , Ke Zhang 1 , Ning Yang 1 , Mengting Liu 1 , Juan Li 2 , Lizhen Fang 1 , Suping Bai 1 , Yongtao Xu 3
Affiliation  

A novel and efficient entrance to the pyrimidine skeleton has been presented via the α,β-dehydrogenation and deamination of tertiary alkylamines. This I2-catalyzed dehydrogenative multicomponent procedure utilizes simple aldehydes to trap the hidden enamine intermediates and suspend generation of azadienes from amidines, enabling the difunctionalization of a vicinal C(sp3)–H bond. These studies provide valuable possibilities for the introduction of aliphatic substituents and show how to switch to a new reactive modality.

中文翻译:

I2-催化的需氧α,β-脱氢和叔烷基胺的脱氨基:通过隐藏的无环烯胺的高选择性合成多取代的嘧啶。

通过叔烷基胺的α,β-脱氢和脱氨基反应,提出了一种新颖而有效的嘧啶骨架入口。这种I 2催化的脱氢多组分方法利用简单的醛类来捕获隐藏的烯胺中间体并中止从am中生成氮杂二烯,从而使邻位C(sp 3)-H键双官能化。这些研究为引入脂族取代基提供了宝贵的可能性,并显示了如何转换为新的反应性形式。
更新日期:2020-07-17
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