Hydroxoiridium‐Catalyzed Hydroalkylation of Terminal Alkenes with Ureas by C(sp3)−H Bond Activation

Direct alkylation of a methyl group, on di‐ and trisubstituted ureas, with terminal alkenes by C(sp3)−H bond activation proceeded in the presence of a hydroxoiridium/bisphosphine catalyst to give high yields of the corresponding addition products. The hydroxoiridium/bisphosphine complex generates an...

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Bibliographic Details
Published in:Angewandte Chemie 2017-06, Vol.129 (25), p.7306-7310
Main Authors: Yamauchi, Daisuke, Nishimura, Takahiro, Yorimitsu, Hideki
Format: Article
Language:English
Subjects:
Activation
Alkene
Alkenes
Alkylation
C-H-Aktivierung
Catalysts
Chemistry
Hydrogen bonds
Iridium
Reaktionsmechanismen
Synthesemethoden
Ureas
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Summary:Direct alkylation of a methyl group, on di‐ and trisubstituted ureas, with terminal alkenes by C(sp3)−H bond activation proceeded in the presence of a hydroxoiridium/bisphosphine catalyst to give high yields of the corresponding addition products. The hydroxoiridium/bisphosphine complex generates an amidoiridium intermediate by reaction with ureas having an N−H bond. Die direkte Alkylierung einer Methylgruppe an di‐ und trisubstituierten Harnstoffderivaten mit terminalen Alkenen verläuft über eine C(sp3)‐H‐Aktivierung und liefert die Additionsprodukte in hohen Ausbeuten. Der verwendete Hydroxoiridium‐Diphosphan‐Katalysator spaltet die N‐H‐Bindung der Harnstoffe unter Bildung einer Amidoiridium‐Zwischenstufe.
ISSN:0044-8249
1521-3757
DOI:10.1002/ange.201702169