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Photocatalytic Decarboxylative Alkylation of Cyclic Imine-BF3 Complexes: A Modular Route to Functionalized Azacycles.
Bhatt, Kamal; Adili, Alafate; Tran, Andrew H; Elmallah, Kamal M; Ghiviriga, Ion; Seidel, Daniel.
Affiliation
  • Bhatt K; Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, Florida 32611, United States.
  • Adili A; Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, Florida 32611, United States.
  • Tran AH; Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, Florida 32611, United States.
  • Elmallah KM; Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, Florida 32611, United States.
  • Ghiviriga I; Center for NMR Spectroscopy, Department of Chemistry, University of Florida, Gainesville, Florida 32611, United States.
  • Seidel D; Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, Florida 32611, United States.
J Am Chem Soc ; 146(38): 26331-26339, 2024 Sep 25.
Article in En | MEDLINE | ID: mdl-39263993
ABSTRACT
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.
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Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: J Am Chem Soc Year: 2024 Document type: Article Affiliation country: United States Country of publication: United States
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Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: J Am Chem Soc Year: 2024 Document type: Article Affiliation country: United States Country of publication: United States