Bhatt Kamal, Adili Alafate, Tran Andrew H, Elmallah Kamal M, Ghiviriga Ion, Seidel Daniel
Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, Florida 32611, United States.
Center for NMR Spectroscopy, Department of Chemistry, University of Florida, Gainesville, Florida 32611, United States.
J Am Chem Soc. 2024 Sep 25;146(38):26331-26339. doi: 10.1021/jacs.4c08754. Epub 2024 Sep 12.
Alkyl radicals generated via an acridine photocatalyzed decarboxylation reaction of feedstock carboxylic acids engage with a range of cyclic imine-BF complexes to provide α-functionalized azacycles in an operationally simple process. A three-component variant of this transformation incorporating [1.1.1]propellane as an additional reaction partner enables the synthesis of valuable bicyclopentane (BCP)-containing azacycles. Reactions exhibit good functional group compatibility, enabling late-stage modification of complex bioactive molecules.
通过原料羧酸的吖啶光催化脱羧反应生成的烷基自由基与一系列环状亚胺 - BF配合物反应,以一种操作简单的过程提供α-官能化氮杂环。该转化的三组分变体将[1.1.1]丙二烯作为额外的反应伙伴,能够合成有价值的含双环戊烷(BCP)的氮杂环。反应表现出良好的官能团兼容性,能够对复杂的生物活性分子进行后期修饰。