One-Pot Synthesis of Difluorobicyclo[1.1.1]pentanes from α-Allyldiazoacetates. [PDF]
Org Lett, 2023 Rapid access to 2,2-difluorobicylco[1.1.1]pentanes is enabled from an α-allyldiazoacetate precursor in a one-pot process through cyclopropanation to afford a 3-aryl bicyclo[1.1.0]butane, followed by reaction with difluorocarbene in the same reaction ...
Sharland JC, Davies HML.
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Stereoselective Synthesis of Highly Functionalized Bicyclo[2.1.0]pentanes by Sequential [2 + 1] and [2 + 2] Cycloadditions. [PDF]
Org LettThis study describes a method for the stereoselective synthesis of highly functionalized bicyclo[2.1.0]pentanes (housanes). The approach utilizes a two-step sequence, a silver- or gold-catalyzed cyclopropenation of alkynes followed by an intermolecular ...
Keen B +5 more
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Conquering the Synthesis and Functionalization of Bicyclo[1.1.1]pentanes. [PDF]
JACS Au, 2023 Bicyclo[1.1.1]pentanes (BCPs) have become established as attractive bioisosteres for para-substituted benzene rings in drug design. Conferring various beneficial properties compared with their aromatic “parents,” BCPs featuring a wide array of bridgehead
Shire BR, Anderson EA.
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Direct Synthesis of Bicyclo[1.1.1]pentanes by Sequential C═C, C-C Functionalization Reactions. [PDF]
J Am Chem Soc2-Substituted bicyclo[1.1.1]pentane carboxylates have been synthesized using two sequential carbene reactions. A dirhodium-catalyzed intramolecular cyclopropanation to form a bicyclo[1.1.0]butane is followed by a photoinduced formation of a triplet ...
Sailer JK, Ly D, Musaev DG, Davies HML.
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A Practical and Scalable Approach to Fluoro-Substituted Bicyclo[1.1.1]pentanes. [PDF]
Angew Chem Int Ed Engl, 2022 After more than 20 years of trials, a practical scalable approach to fluoro‐substituted bicyclo[1.1.1]pentanes (F‐BCPs) has been developed. The physicochemical properties of the F‐BCPs have been studied, and the core was incorporated into the structure ...
Bychek R, Mykhailiuk PK.
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Synthesis of Diverse Glycosyl Bicyclo[1.1.1]pentanes Enabled by Electrochemical Functionalization of [1.1.1]Propellane. [PDF]
J Am Chem SocOver the past decade, bicyclo[1.1.1]pentanes (BCPs) have emerged as valuable bioisosteres of aromatic rings, offering unique three-dimensional architectures for medicinal chemistry.
Liu J +5 more
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Skeletal Editing Approach to Bridge-Functionalized Bicyclo[1.1.1]pentanes from Azabicyclo[2.1.1]hexanes. [PDF]
J Am Chem Soc, 2023 Azabicyclo[2.1.1]hexanes (aza-BCHs) and bicyclo[1.1.1]pentanes (BCPs) have emerged as attractive classes of sp3-rich cores for replacing flat, aromatic groups with metabolically resistant, three-dimensional frameworks in drug scaffolds.
Wright BA +8 more
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Propellane-free access to bicyclo[1.1.1]pentanes [PDF]
Nature CommunicationsBicyclo[1.1.1]pentane (BCP) has emerged over the past decade as a valuable three-dimensional bioisostere for benzene, attracting considerable interest in pharmaceutical research for its ability to improve drug-like properties.
Chang Liu +5 more
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Synthesis of Sulfur-Substituted Bicyclo[1.1.1]pentanes by Iodo-Sulfenylation of [1.1.1]Propellane. [PDF]
Org Lett, 2022 Thiols easily react with [1.1.1]propellane to give sulfur-substituted bicyclo[1.1.1]pentanes in radical reactions, but this reactivity is not replicated in the case of heterocyclic thiols.
Livesley S +5 more
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Catalytic undirected borylation of tertiary C-H bonds in bicyclo[1.1.1]pentanes and bicyclo[2.1.1]hexanes. [PDF]
Nat Chem, 2023 Yu IF +8 more
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