Synthesis of Bicyclopentane Carboxamides and Ketones from Propellane

Bicyclo[1.1.1]pentane (BCP) carboxamides are prepared from the direct addition of [1.1.1]propellane with semicarbazides in the presence of iron(II) phthalocyanine {Fe(Pc)} and tert‐butyl hydroperoxide (TBHP) in moderate to good yields. BCP ketones are also obtained under similar conditions in modera...

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Veröffentlicht in:European journal of organic chemistry 2024-03, Vol.27 (12)
Hauptverfasser: Ling, Min, Meng‐Ke Chen, Jiang, Qian, Cheng, Dongping, Jing‐Hua Li
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Sprache:eng
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Zusammenfassung:Bicyclo[1.1.1]pentane (BCP) carboxamides are prepared from the direct addition of [1.1.1]propellane with semicarbazides in the presence of iron(II) phthalocyanine {Fe(Pc)} and tert‐butyl hydroperoxide (TBHP) in moderate to good yields. BCP ketones are also obtained under similar conditions in moderate yields. This protocol provides a straightforward one‐step access to BCP carboxamides, synthesis of which requires multiple chemical steps in previous reports.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.202301297