Carboiodination Catalyzed by Nickel

A novel nickel-catalyzed cycloisomerization reaction forming a new carbon–carbon bond while preserving the carbon–halogen bond has been developed. A cheap and readily available Ni-catalyst is employed to generate nitrogen containing heterocycles in good to excellent yields and the procedure is readi...

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Bibliographic Details
Published in:Journal of the American Chemical Society 2018-09, Vol.140 (35), p.10950-10954
Main Authors: Yoon, Hyung, Marchese, Austin D, Lautens, Mark
Format: Article
Language:English
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Summary:A novel nickel-catalyzed cycloisomerization reaction forming a new carbon–carbon bond while preserving the carbon–halogen bond has been developed. A cheap and readily available Ni-catalyst is employed to generate nitrogen containing heterocycles in good to excellent yields and the procedure is readily scalable. The more readily available aryl bromides were also cyclized with the addition of potassium iodide to generate the respective alkyl iodides. A rare dual ligand system employing a bisphosphine and bisphosphine monoxide was used to achieve enantioenriched products.
ISSN:0002-7863
1520-5126
DOI:10.1021/jacs.8b06966