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Photocatalytic Decarboxylative Alkylation of Cyclic Imine–BF3 Complexes: A Modular Route to Functionalized Azacycles
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2024-09-12 , DOI: 10.1021/jacs.4c08754
Kamal Bhatt 1 , Alafate Adili 1 , Andrew H Tran 1 , Kamal M Elmallah 1 , Ion Ghiviriga 2 , Daniel Seidel 1
Affiliation  

Alkyl radicals generated via an acridine photocatalyzed decarboxylation reaction of feedstock carboxylic acids engage with a range of cyclic imine–BF3 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.

中文翻译:


环状亚胺-BF3 配合物的光催化脱羧烷基化反应:功能化氮杂烯烃的模块化路线



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-BF3 络合物结合,在操作简单的过程中提供α官能团化的氮杂环。这种转化的三组分变体,结合 [1.1.1] propellane 作为额外的反应伴侣,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相容性,能够对复杂的生物活性分子进行后期修饰。
更新日期:2024-09-12
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