An Expeditious Route to Eight‐Membered Heterocycles By Nickel‐Catalyzed Cycloaddition: Low‐Temperature CC Bond Cleavage

An Expeditious Route to Eight‐Membered Heterocycles By Nickel‐Catalyzed Cycloaddition: Low‐Temperature CC Bond Cleavage

A cool break: 3-Azetidinone and a variety of diynes undergo a cycloaddition reaction catalyzed by Ni/IPr to give dihydroazocine compounds (see scheme; IPr=1,3-bis(2,6-diisopropylphenyl)imidazolidene). The reaction involves a challenging C[Formulaomitted]--C[Formulaomitted] bond cleavage step, yet, s...

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Veröffentlicht in:Angewandte Chemie International Edition 2012-08, Vol.51 (34), p.8602-8606
Hauptverfasser: Kumar, Puneet, Zhang, Kainan, Louie, Janis
Format: Artikel
Sprache:eng
Schlagworte:
Bonding
Breaking
Cleavage
Cycloaddition
Nickel
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Beschreibung
Zusammenfassung:A cool break: 3-Azetidinone and a variety of diynes undergo a cycloaddition reaction catalyzed by Ni/IPr to give dihydroazocine compounds (see scheme; IPr=1,3-bis(2,6-diisopropylphenyl)imidazolidene). The reaction involves a challenging C[Formulaomitted]--C[Formulaomitted] bond cleavage step, yet, surprisingly, proceeds at low temperature.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201203521