Ligand-Enabled Meta-C–H Alkylation and Arylation Using a Modified Norbornene

Ligand-Enabled Meta-C–H Alkylation and Arylation Using a Modified Norbornene

2-Carbomethoxynorbornene is identified as a more effective transient mediator to promote a Pd­(II)-catalyzed meta-C­(sp2)–H alkylation of amides with various alkyl iodides as well as arylation with previously incompatible aryl iodides. The use of a tailor-made quinoline ligand is also crucial for th...

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Veröffentlicht in:Journal of the American Chemical Society 2015-09, Vol.137 (36), p.11574-11577
Hauptverfasser: Shen, Peng-Xiang, Wang, Xiao-Chen, Wang, Peng, Zhu, Ru-Yi, Yu, Jin-Quan
Format: Artikel
Sprache:eng
Schlagworte:
Alkylation
amides
Hydrocarbons, Cyclic - chemistry
iodides
Ligands
Norbornanes - chemistry
quinoline
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Zusammenfassung:2-Carbomethoxynorbornene is identified as a more effective transient mediator to promote a Pd­(II)-catalyzed meta-C­(sp2)–H alkylation of amides with various alkyl iodides as well as arylation with previously incompatible aryl iodides. The use of a tailor-made quinoline ligand is also crucial for this reaction to proceed.
ISSN:0002-7863
1520-5126
1520-5126
DOI:10.1021/jacs.5b08914