Chemical Communications, Год журнала: 2025, Номер unknown
Опубликована: Янв. 1, 2025
A visible-light photoredox-catalyzed three-component radical coupling of [1.1.1]propellane with electron-deficient aromatic cycles and Katritzky salts to access alkyl arylated bicyclo[1.1.1]pentanes was established.
Язык: Английский
Organic Letters, Год журнала: 2025, Номер unknown
Опубликована: Март 20, 2025
We present a sp2–sp3/sp3–sp bond formation reaction through three-component coupling strategy involving terminal alkynes, [1.1.1]propellane, and aryl thianthrenium salts that are prepared from arenes. The employs dual photo/copper catalysis system provides streamlined approach for assembling 1-alkynyl-3-aryl bicyclo[1.1.1]pentane derivatives with broad spectrum of functional group compatibility. Mechanistic studies suggest the generation radicals copper alkynide intermediates was involved.
Язык: Английский
Процитировано
0
Organic Letters, Год журнала: 2025, Номер unknown
Опубликована: Март 21, 2025
[1,1,1]Propellane is typically used as a building block for the construction of bicyclo[1,1,1]pentanes and cyclobutanes. In this work, diverse chiral bi(methylenecyclobutylidene) complexes were synthesized by diastereoselective addition [1,1,1]propellane dimer to N-tert-butanesulfinyl aldimines in presence copper bipyridine. Density functional theory calculations revealed that both step regeneration catalyst contributed generation favored (Ss,S,S)-diastereomer.
Язык: Английский
Процитировано
0
The Chemical Record, Год журнала: 2025, Номер unknown
Опубликована: Март 27, 2025
The hunt for new molecular structures to improve the efficacy of biologically active molecules is at forefront pharmaceutical chemistry. So synthetic chemists have always been busy in last few decades synthesizing and testing frameworks which would work as more efficient bioisosteres present bioactive functional groups. In this area, bicyclo[1.1.1]pentane (BCP) framework has identified a promising candidate. It being utilized bioisostere aryl, tert-butyl, alkynes, etc. Now major precursor various BCP derivatives [1.1.1]propellane functionalization drawn widespread attention organic chemist community. Over past two decades, use visible light synthesis rapidly gained popularity, it represents one most approaches aligned with principles green sustainable chemistry, several interesting papers covering photocatalytic difunctionalization also published decade. This particular field really attracted That why we decided compile review article articles related under conditions. Here review, categorized discussed three categories, namely i) without using any catalyst, ii) organocatalysts, iii) metal catalysts deeper understanding key aspects these transformations.
Язык: Английский
Процитировано
0
Organic Letters, Год журнала: 2025, Номер unknown
Опубликована: Март 30, 2025
Cycloadditions of bicyclobutanes with two- or three-atom reaction partners have been widely exploited to access bicyclo[2.1.1]hexanes and bicyclo[3.1.1]heptanes. However, their application the synthesis bicyclo[4.1.1]octane derivatives has remained elusive. Herein, we report silver-catalyzed formal (4+3) cycloadditions between simple benzodithioloimines, establishing a new method for synthesizing previously inaccessible 2,5-dithia-bicyclo[4.1.1]octanes, which two sulfur atoms in frameworks. This mild tolerates bicyclobutane substrates wide range substituents. The synthetic utility this was demonstrated via various transformations products yield valuable sulfur-containing bridged bicyclic scaffolds.
Язык: Английский
Процитировано
0
Chemical Communications, Год журнала: 2025, Номер unknown
Опубликована: Янв. 1, 2025
A visible-light photoredox-catalyzed three-component radical coupling of [1.1.1]propellane with electron-deficient aromatic cycles and Katritzky salts to access alkyl arylated bicyclo[1.1.1]pentanes was established.
Язык: Английский
Процитировано
0