Four different isomeric azadibenzo[a,e]pyrenes are prepared by combination of Pd-catalyzed Sonogashira and Suzuki cross-coupling, Brønsted acid mediated cycloisomerization and Pd-catalysed CH-activation reactions. The optical and el...
Artikel
Synthesis of Bicyclo[1.1.1]pentane Carboxamides and Ketones from [1.1.1]Propellane
European Journal of Organic Chemistry, März 2024, DOI. Login für Volltextzugriff.
Von Wiley-VCH zur Verfügung gestellt
A convenient method for acylation of [1.1.1]propellane to give bicyclo[1.1.1]pentane (BCP) carboxamides and ketones has been developed. It provides a straightforward one-step access to monosubstituted BCP carboxamides, synthesis of which requires multiple chemical steps in previous reports.
Abstract
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.
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