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Synthesis of 1-Perfluoroalkyl-3-heteroaryl Bicyclo[1.1.1]pentanes via Visible Light-Induced and Metal-free Perfluoroalkylation of [1.1.1]Propellane

Green Chemistry, 2023
Perfluoroalkyl groups containing bicyclo[1.1.1]pentanes (BCPs) are of increasing interest in pharmaceutical industry and material science; however, the development of an efficient methodology to construct perfluoroalkylated BCPs remains a challenging ...
B. Yan   +7 more
semanticscholar   +1 more source

Heavy Tetrel Clusters Based on the Bicyclobutane Framework: Bicyclo[1.1.0]butanes, [1.1.1]Propellanes, and Tricyclo[2.1.0.02,5 ]pentanes.

Chemistry - An Asian Journal, 2023
In this review, the current state of affairs in the novel field of the group 14 element clusters based on the bicyclo[1.1.0]butane framework, namely, bicyclo[1.1.0]butane, [1.1.1]propellane, and tricyclo[2.1.0.02,5 ]pentane derivatives, are overviewed ...
Vladimir Ya Lee, O. A. Gapurenko
semanticscholar   +1 more source

Synthesis of 1,3-disubstituted bicyclo[1.1.1]pentanes by cross-coupling induced by transition metals - formation of C-C bonds.

Organic and biomolecular chemistry, 2023
The synthesis of 1,3-disubstituted bicyclo[1.1.1]pentanes (BCPs), by forming a C-C bond, can be achieved by cross-coupling reactions using transition metal catalysts.
Tomohiro Yasukawa   +2 more
semanticscholar   +1 more source

Visible light-induced gem-difluoroallylation of [1.1.1]propellane to access gem-difluoroallylic bicyclo[1.1.1]pentanes.

Chemical Communications, 2023
Bicyclo[1.1.1]pentanes (BCPs) represent an important compound class often used as linear spacer units to enhance pharmacokinetic profiles in modern drug design. Herein, we report a cascade multicomponent reaction to synthesize gem-difluoroallylic bicyclo[
Huizhen Zhu   +9 more
semanticscholar   +1 more source

Organometallic Bridge Diversification of Bicyclo[1.1.1]pentanes.

Chemistry, 2023
Bicyclo[1.1.1]pentane (BCP) derivatives have attracted significant recent interest in drug discovery as alkyne, tert-butyl and arene bioisosteres, where their incorporation is frequently associated with increased compound solubility and metabolic ...
Joseph M. Anderson   +4 more
semanticscholar   +1 more source

General and Practical Route to Diverse 1-(Difluoro)alkyl-3-aryl Bicyclo[1.1.1]pentanes Enabled by an Fe-Catalyzed Multicomponent Radical Cross-Coupling Reaction.

ACS Catalysis, 2022
Bicyclo[1.1.1]pentanes (BCPs) are of great interest to the agrochemical, materials, and pharmaceutical industries. In particular, synthetic methods to access 1,3-dicarbosubsituted BCP-aryls have recently been developed, but most protocols rely on the ...
Ángel Rentería-Gómez   +5 more
semanticscholar   +1 more source

Chiral Lewis Acid-Catalyzed Intramolecular [2 + 2] Photocycloaddition: Enantioselective Synthesis of Azaarene-Functionalized Azabicyclo[2.1.1]hexanes and Bicyclo[1.1.1]pentanes.

Journal of the American Chemical Society
We present an asymmetric intramolecular [2 + 2] photocycloaddition reaction enabled by a dual catalyst system involving DPZ as a photosensitizer and chiral Sc(III) complex, leading to azaarene-functionalized 2-azabicyclo[2.2.1]hexanes (aza-BCHs).
Dong Tian   +4 more
semanticscholar   +1 more source

Triplet Carbene Insertion Enables Modular Access to C2-Substituted Bicyclo[1.1.1]pentanes.

Journal of the American Chemical Society
Bicyclo[1.1.1]pentanes (BCPs) play crucial roles as saturated bioisosteric replacements of planar benzene rings. As strategic three-dimensional alternatives to ortho- or meta-substituted arenes, C2-substituted BCPs provide access to an underexplored ...
Jin-Teng Che   +4 more
semanticscholar   +1 more source

Rapid Access to 3-Substituted Bicyclo[1.1.1]pentanes.

Chem
The prevalence of benzene rings in pharmaceutical scaffolds has prompted efforts to identify structural bioisosteres with improved in vivo properties. Notably, bicyclo[1.1.1]pentanes (BCPs)-C(sp3)-enriched, 1,4-disubstituted phenyl bioisosteres-have been
K. I. Burton, David W. C. MacMillan
semanticscholar   +1 more source

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