Palladium-catalyzed aerobic (1+2) annulation of Csp3-H bonds with olefin for the synthesis of 3-azabicyclo[3.1.0]hex-2-ene

Palladium-catalyzed aerobic (1+2) annulation of Csp3-H bonds with olefin for the synthesis of 3-azabicyclo[3.1.0]hex-2-ene

A novel palladium-catalyzed aerobic (1+2) annulation was developed for the synthesis of 3-azabicyclo[3.1.0]hex-2-ene. The palladation of Csp3-H bonds took place twice at the same position in the whole reaction process. Preliminary mechanistic studies by in situ IR revealed that the second C-H pallad...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Chemical communications (Cambridge, England) England), 2017-02, Vol.53 (14), p.2294-2297
Hauptverfasser: Wu, Kun, Meng, Lingkui, Huai, Mingming, Huang, Zhiliang, Liu, Chao, Qi, Xiaotian, Lei, Aiwen
Format: Artikel
Sprache:eng
Schlagworte:
Chemical bonds
Chemical reactions
Olefins
Organic chemistry
Palladium
Synthesis
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:A novel palladium-catalyzed aerobic (1+2) annulation was developed for the synthesis of 3-azabicyclo[3.1.0]hex-2-ene. The palladation of Csp3-H bonds took place twice at the same position in the whole reaction process. Preliminary mechanistic studies by in situ IR revealed that the second C-H palladation and reductive elimination might be slow steps.
ISSN:1359-7345
1364-548X
DOI:10.1039/c6cc09332a