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Rhodium-catalyzed arylation using arylboron compounds: efficient coupling with aryl halides and unexpected multiple arylation of benzonitrile.
Org Lett. 2005 May 26; 7(11):2229-31.OL

Abstract

[reaction: see text]. The Suzuki-Miyaura-type cross-coupling of arylboron compounds with aryl halides proceeds efficiently in the presence of a rhodium-based catalyst system to produce the corresponding biaryls. Furthermore, it has unexpectedly been observed that the treatment with benzonitrile under similar conditions brings about its multiple arylation, in which nucleophilic arylation on the cyano group and subsequent ortho arylation via C-H bond cleavage are involved.

Authors+Show Affiliations

Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan.No affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

15901176

Citation

Ueura, Kenji, et al. "Rhodium-catalyzed Arylation Using Arylboron Compounds: Efficient Coupling With Aryl Halides and Unexpected Multiple Arylation of Benzonitrile." Organic Letters, vol. 7, no. 11, 2005, pp. 2229-31.
Ueura K, Satoh T, Miura M. Rhodium-catalyzed arylation using arylboron compounds: efficient coupling with aryl halides and unexpected multiple arylation of benzonitrile. Org Lett. 2005;7(11):2229-31.
Ueura, K., Satoh, T., & Miura, M. (2005). Rhodium-catalyzed arylation using arylboron compounds: efficient coupling with aryl halides and unexpected multiple arylation of benzonitrile. Organic Letters, 7(11), 2229-31.
Ueura K, Satoh T, Miura M. Rhodium-catalyzed Arylation Using Arylboron Compounds: Efficient Coupling With Aryl Halides and Unexpected Multiple Arylation of Benzonitrile. Org Lett. 2005 May 26;7(11):2229-31. PubMed PMID: 15901176.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Rhodium-catalyzed arylation using arylboron compounds: efficient coupling with aryl halides and unexpected multiple arylation of benzonitrile. AU - Ueura,Kenji, AU - Satoh,Tetsuya, AU - Miura,Masahiro, PY - 2005/5/20/pubmed PY - 2005/5/20/medline PY - 2005/5/20/entrez SP - 2229 EP - 31 JF - Organic letters JO - Org Lett VL - 7 IS - 11 N2 - [reaction: see text]. The Suzuki-Miyaura-type cross-coupling of arylboron compounds with aryl halides proceeds efficiently in the presence of a rhodium-based catalyst system to produce the corresponding biaryls. Furthermore, it has unexpectedly been observed that the treatment with benzonitrile under similar conditions brings about its multiple arylation, in which nucleophilic arylation on the cyano group and subsequent ortho arylation via C-H bond cleavage are involved. SN - 1523-7060 UR - https://www.unboundmedicine.com/medline/citation/15901176/Rhodium_catalyzed_arylation_using_arylboron_compounds:_efficient_coupling_with_aryl_halides_and_unexpected_multiple_arylation_of_benzonitrile_ DB - PRIME DP - Unbound Medicine ER -
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