Evarts Madeline M, Strong Zachary H, Krische Michael J
University of Texas at Austin, Department of Chemistry, Austin, Texas 78712, United States.
Org Lett. 2023 Aug 11;25(31):5907-5910. doi: 10.1021/acs.orglett.3c02213. Epub 2023 Aug 1.
A process for 3-fold scaffold diversification is achieved via ruthenium-catalyzed oxidative alkynylation of commercially available oxetanols, azetidinols and bicyclopentanols to form α,β-acetylenic ketones (ynones), which are subsequently converted to oxetane-, azetidine- and bicyclopentane-bearing pyrazoles, isoxazoles and pyrimidines. A one-pot oxidative alkynylation-condensation protocol that directly converts azetidinols to azetidine-substituted pyrazoles or pyrimidines is demonstrated.
通过钌催化市售氧杂环丁醇、氮杂环丁醇和双环戊醇的氧化炔基化反应，形成α,β-炔基酮（烯炔酮），从而实现三步支架多样化过程，随后将其转化为带有氧杂环丁烷、氮杂环丁烷和双环戊烷的吡唑、异恶唑和嘧啶。展示了一种直接将氮杂环丁醇转化为氮杂环丁烷取代的吡唑或嘧啶的一锅法氧化炔基化-缩合方案。
