Synthesis of functionalized pyrimidouracils by ruthenium‐catalyzed oxidative insertion of (hetero)aryl methanols into N‐uracil amidines,Applied Organometallic Chemistry

当前位置： X-MOL 学术 › Appl. Organomet. Chem. › 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.)

Synthesis of functionalized pyrimidouracils by ruthenium‐catalyzed oxidative insertion of (hetero)aryl methanols into N‐uracil amidines
Applied Organometallic Chemistry ( IF 3.7 ) Pub Date : 2020-11-06 , DOI: 10.1002/aoc.6087
Pradip Debnath ₁ , Gouranga Sahu ₂ , Utpal C. De ₃

Affiliation

A dehydrogenative coupling of N‐uracil amidines with (hetero)aryl methanols has been developed, allowing for the facile synthesis of a broad range of structurally diverse pyrimidouracils. By applying [RuCl₂(p‐cymene)]₂/Cs₂CO₃ as an efficient catalytic system, the easily available, cheap (hetero)aryl methanols were firstly employed for oxidative insertion/CH amination into the N‐uracil amidines, providing highly functionalized pyrimido[4,5‐d]pyrimidine‐2,4‐diones. Due to the better stability of alcohols than aldehydes, this synthetic protocol is applicable to a broad range of alcoholic substrates and does not required any protection during the whole preparation process. The presented protocol has the potential to prepare valuable products which cannot be accessed presently or extremely arduous to procure by following regular procedure. Hence, this is a remarkably improved protocol compared with the existing methodologies. The overall reaction sequence is an effective oxidation‐imination‐cyclization tandem process catalyzed by ruthenium catalyst.

中文翻译：

钌催化（杂）芳基甲醇向N-尿嘧啶am的氧化插入，合成功能化嘧啶嘧啶

已开发出N-尿嘧啶am与（杂）芳基甲醇的脱氢偶联剂，可轻松合成各种结构多样的嘧啶嘧啶。通过将[RuCl ₂（p- Cymene）] ₂ / Cs ₂ CO ₃作为有效的催化体系，首先将易得，便宜的（杂）芳基甲醇用于N-尿嘧啶的氧化插入/ CH胺化，提供高度功能化的嘧啶基[4,5- d]嘧啶-2,4-二酮。由于醇比醛具有更好的稳定性，因此该合成规程适用于多种醇类底物，并且在整个制备过程中不需要任何保护。所提出的协议具有制备有价值的产品的潜力，这些产品目前无法使用，或者按照常规程序很难采购。因此，与现有方法相比，这是一个显着改进的协议。总体反应顺序是钌催化剂催化的有效的氧化-胺化-环化串联过程。

更新日期：2020-11-06

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