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You J, Verkade JG. P(i-BuNCH2CH2)3N: an efficient ligand for the direct alpha-arylation of nitriles with aryl bromides. J Org Chem. 2003;68(21):8003-7doi: 10.1021/jo034779h.
You, J., & Verkade, J. G. (2003). P(i-BuNCH2CH2)3N: an efficient ligand for the direct alpha-arylation of nitriles with aryl bromides. The Journal of organic chemistry, 68(21), 8003-7. https://doi.org/10.1021/jo034779h
You, Jingsong, and Verkade, John G. "P(i-BuNCH2CH2)3N: an efficient ligand for the direct alpha-arylation of nitriles with aryl bromides." The Journal of organic chemistry vol. 68,21 (2003): 8003-7. doi: https://doi.org/10.1021/jo034779h
You J, Verkade JG. P(i-BuNCH2CH2)3N: an efficient ligand for the direct alpha-arylation of nitriles with aryl bromides. J Org Chem. 2003 Oct 17;68(21):8003-7. doi: 10.1021/jo034779h. PMID: 14535776.
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J Org Chem. 2003 Oct 17;68(21):8003-7. doi: 10.1021/jo034779h.

P(i-BuNCH2CH2)3N: an efficient ligand for the direct alpha-arylation of nitriles with aryl bromides.

The Journal of organic chemistry

Jingsong You, John G Verkade

Affiliations

  1. Department of Chemistry, Gilman Hall, Iowa State University, Ames, Iowa 50011, USA.

PMID: 14535776 DOI: 10.1021/jo034779h

Abstract

A new catalyst system for the synthesis of alpha-aryl-substituted nitriles is reported. The bicyclic triaminophosphine P(i-BuNCH(2)CH(2))(3)N (1b) serves as an efficient and versatile ligand for the palladium-catalyzed direct alpha-arylation of nitriles with aryl bromides. Using ligand 1b, ethyl cyanoacetate and primary as well as secondary nitriles are efficiently coupled with a wide variety of aryl bromides possessing electron-rich, electron-poor, electron-neutral, and sterically hindered groups.

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