Paper
Radical Acylation of [1.1.1]Propellane with Aldehydes: Synthesis of Bicyclo[1.1.1]pentane Ketones.
Published Jun 6, 2022 · Qing Li, Lin Li, Qiao-Ling Xu
Organic letters
Q1 SJR score
7
Citations
0
Influential Citations
Abstract
Bicyclo[1.1.1]pentanes (BCPs) are widely utilized in drug design as sp3-rich bioisosteres for tert-butyl, internal alkynes, and aryl groups. A general and mild method for radical acylation of [1.1.1]propellane with aldehydes has been developed. The protocol provides straightforward access to bicyclo[1.1.1]pentane ketones with a broad substrate scope. The synthetic utility of this methodology is demonstrated by the late-stage modification of bioactive molecules and the versatile transformation of bicyclo[1.1.1]pentane ketones, making it useful for drug discovery.
Study Snapshot
This study developed a general and mild method for synthesis of bicyclo[1.1.1]pentane ketones, providing a versatile tool for drug discovery and bioactive molecule modification.
PopulationOlder adults (50-71 years)
Sample size24
MethodsObservational
OutcomesBody Mass Index projections
ResultsSocial networks mitigate obesity in older groups.
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References
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Angewandte Chemie
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Citations
Direct Diazoarylation of [1.1.1]Propellane with Arenediazonium Salts: A Modular Assembly of Arylated Diazo Bicyclo[1.1.1]pentanes.
This study presents a mild and concise diazoarylation of [1.1.1]propellane with arenediazonium salts, providing a modular approach to arylated diazo bicyclopentanes under basic conditions without additives or catalysts.
2024·0citations·Hailing Nan et al.·Organic letters
Organic letters
[3 + 2] Annulation of Vinyl Azides with Aldehydes for the Synthesis of 3-Oxazolines via the [CO + CCN] Strategy.
This study presents a simple, environmentally friendly, and efficient strategy for synthesizing 3-oxazolines using vinyl azides and aldehydes, offering operational simplicity and high efficiency.
2024·0citations·Chun-Mei Luo et al.·Organic letters
Organic letters
Strain-release transformations of bicyclo[1.1.0]butanes and [1.1.1]propellanes
Strain-release driven reactions efficiently synthesize various functional ring molecules, including cyclobutane molecules, bicyclo[2.1.1]hexanes, and bicyclo[1.1.1]pentanes, using nucleophilic addition, radical addition, and transition metal catalysis.
2024·7citations·Qian-Qian Hu et al.·Tetrahedron Chem
Tetrahedron Chem
Practical and Facile Access to Bicyclo[3.1.1]heptanes: Potent Bioisosteres of meta-Substituted Benzenes.
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2022·36citations·Toranosuke Iida et al.·Journal of the American Chemical Society
Journal of the American Chemical Society