Organic Letters
Organic Letters
4 years ago

Ruthenium-Catalyzed Direct Synthesis of Semisaturated Bicyclic Pyrimidines via Selective Transfer Hydrogenation

Ruthenium-Catalyzed Direct Synthesis of Semisaturated Bicyclic Pyrimidines via Selective Transfer Hydrogenation
Biao Xiong, Huanfeng Jiang, Min Zhang, Shudi Zhang, Zhuofeng Ke, Jingxing Jiang
A new ruthenium-catalyzed direct and selective synthesis of semisaturated bicyclic pyrimidines, from α-aminopyridyl alcohols and nitriles, has been demonstrated. The synthesis proceeds with an easily available catalyst system, broad substrate scope, excellent functional tolerance, and no need for high pressure H2 gas. Control experiments indicate that the reaction proceeds via successive dehydrogenative annulation and transfer hydrogenation of the less electrophilic pyridyl nucleus, and the density functional theory (DFT) study reveals the origin of such a unique selectivity.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b01081

DOI: 10.1021/acs.orglett.7b01081

You might also like
Discover & Discuss Important Research

Keeping up-to-date with research can feel impossible, with papers being published faster than you'll ever be able to read them. That's where Researcher comes in: we're simplifying discovery and making important discussions happen. With over 19,000 sources, including peer-reviewed journals, preprints, blogs, universities, podcasts and Live events across 10 research areas, you'll never miss what's important to you. It's like social media, but better. Oh, and we should mention - it's free.

  • Download from Google Play
  • Download from App Store
  • Download from AppInChina

Researcher displays publicly available abstracts and doesn’t host any full article content. If the content is open access, we will direct clicks from the abstracts to the publisher website and display the PDF copy on our platform. Clicks to view the full text will be directed to the publisher website, where only users with subscriptions or access through their institution are able to view the full article.