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Published in 2019 at "Chemistry of Heterocyclic Compounds"
DOI: 10.1007/s10593-019-02558-7
Abstract: Synthesis and properties of heterocycles bearing bicyclo[1.1.1]pentane moiety attached to the heterocyclic ring are summarized in this microreview. In particular, heterocyclizations with bicyclo-[1.1.1]pentane derivatives, as well as reactions involving incorporation of the preexisting heterocyclic system…
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Keywords:
bicyclo pentanes;
bicyclo pentane;
hetaryl substituted;
substituted bicyclo ... See more keywords
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Published in 2020 at "Tetrahedron"
DOI: 10.1016/j.tet.2020.131692
Abstract: Abstract Bicyclo[1.1.1]pentane is widely recognized as the bioisostere for aryl, tert-butyl, and internal alkynes. Herein we report an efficient and practical method for the preparation of selenoether and thioether functionalized bicyclo[1.1.1]pentanes from selenosulfonates/thiosulfonates and propellane.…
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Keywords:
bicyclo pentanes;
selenoether thioether;
functionalized bicyclo;
thioether functionalized ... See more keywords
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Published in 2022 at "Organic Letters"
DOI: 10.1021/acs.orglett.2c02875
Abstract: 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. Herein, we address this issue by electrophilically activating [1.1.1]propellane to promote…
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Keywords:
bicyclo pentanes;
iodo sulfenylation;
sulfur substituted;
substituted bicyclo ... See more keywords
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Published in 2023 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.3c02616
Abstract: 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. Strategies to directly convert, or "scaffold hop", between these…
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Keywords:
bicyclo pentanes;
skeletal editing;
approach bridge;
azabicyclo hexanes ... See more keywords
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Published in 2018 at "Chemical Science"
DOI: 10.1039/c8sc01355a
Abstract: A wide range of halogenated bicyclo[1.1.1]pentanes are accessed by functional group tolerant radical ring-opening of tricyclo[1.1.1.01,3]pentane, using triethylborane as initiator.
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Keywords:
halo substituted;
bicyclo pentanes;
functionalized halo;
applications highly ... See more keywords