Samarium(III)-Catalyzed C(sp3)–H Bond Activation: Synthesis of Indolizines via C–C and C–N Coupling between 2‑Alkylazaarenes and Propargylic Alcohols

Samarium(III)-Catalyzed C(sp3)–H Bond Activation: Synthesis of Indolizines via C–C and C–N Coupling between 2‑Alkylazaarenes and Propargylic Alcohols

A new rare earth metal and samarium-catalyzed C(sp3)–H bond activation is reported in which 2-alkylazaarenes and propargylic alcohols were converted to indolizines. This process operates under mild conditions and solvent-free conditions. A broad scope of coupling partners has been established, and a...

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Veröffentlicht in:Organic letters 2014-01, Vol.16 (2), p.580-583
Hauptverfasser: Wang, Xu, Li, Shen-yan, Pan, Ying-ming, Wang, Heng-shan, Liang, Hong, Chen, Zhen-feng, Qin, Xiao-huan
Format: Artikel
Sprache:eng
Schlagworte:
Alkynes - chemistry
Aza Compounds - chemistry
Catalysis
Indolizines - chemical synthesis
Indolizines - chemistry
Molecular Structure
Propanols - chemistry
Samarium - chemistry
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Zusammenfassung:A new rare earth metal and samarium-catalyzed C(sp3)–H bond activation is reported in which 2-alkylazaarenes and propargylic alcohols were converted to indolizines. This process operates under mild conditions and solvent-free conditions. A broad scope of coupling partners has been established, and a likely mechanism has also been suggested.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol4034513