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Palladium-Catalyzed β-Arylation of Cyclic α,β-Unsaturated O-Methyl Oximes with Aryl Iodides.
Chem Pharm Bull (Tokyo). 2020; 68(3):288-291.CP

Abstract

We report a Pd-catalyzed β-arylation of cyclic α,β-unsaturated O-methyl oximes with aryl iodides. This reaction shows complete regioselectivity and excellent functional group tolerance. β-Arylation of 2-cyclohexen-1-one O-methyl oxime (existing as 2 : 1 E/Z mixture) with certain aryl iodides such as 4-iodoanisole affords only β-arylated (E)-O-methyl oximes.

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Authors+Show Affiliations

Akagi Y
Faculty of Pharmaceutical Sciences, Teikyo Heisei University.
Fukuyama S
Faculty of Pharmaceutical Sciences, Teikyo Heisei University.
Komatsu T
Faculty of Pharmaceutical Sciences, Teikyo Heisei University.

MeSH

CatalysisHydrocarbons, IodinatedMolecular StructureOximesPalladium

Pub Type(s)

Journal Article

Language

eng

PubMed ID

32115536

Citation

Akagi, Yusuke, et al. "Palladium-Catalyzed β-Arylation of Cyclic α,β-Unsaturated O-Methyl Oximes With Aryl Iodides." Chemical & Pharmaceutical Bulletin, vol. 68, no. 3, 2020, pp. 288-291.
Akagi Y, Fukuyama S, Komatsu T. Palladium-Catalyzed β-Arylation of Cyclic α,β-Unsaturated O-Methyl Oximes with Aryl Iodides. Chem Pharm Bull (Tokyo). 2020;68(3):288-291.
Akagi, Y., Fukuyama, S., & Komatsu, T. (2020). Palladium-Catalyzed β-Arylation of Cyclic α,β-Unsaturated O-Methyl Oximes with Aryl Iodides. Chemical & Pharmaceutical Bulletin, 68(3), 288-291. https://doi.org/10.1248/cpb.c19-01012
Akagi Y, Fukuyama S, Komatsu T. Palladium-Catalyzed β-Arylation of Cyclic α,β-Unsaturated O-Methyl Oximes With Aryl Iodides. Chem Pharm Bull (Tokyo). 2020;68(3):288-291. PubMed PMID: 32115536.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Palladium-Catalyzed β-Arylation of Cyclic α,β-Unsaturated O-Methyl Oximes with Aryl Iodides. AU - Akagi,Yusuke, AU - Fukuyama,Shiori, AU - Komatsu,Toshiya, PY - 2020/3/3/entrez PY - 2020/3/3/pubmed PY - 2020/4/21/medline KW - Fujiwara–Moritani reaction KW - O-methyl oxime KW - aryl iodide KW - palladium KW - β-arylation SP - 288 EP - 291 JF - Chemical & pharmaceutical bulletin JO - Chem Pharm Bull (Tokyo) VL - 68 IS - 3 N2 - We report a Pd-catalyzed β-arylation of cyclic α,β-unsaturated O-methyl oximes with aryl iodides. This reaction shows complete regioselectivity and excellent functional group tolerance. β-Arylation of 2-cyclohexen-1-one O-methyl oxime (existing as 2 : 1 E/Z mixture) with certain aryl iodides such as 4-iodoanisole affords only β-arylated (E)-O-methyl oximes. SN - 1347-5223 UR - https://www.unboundmedicine.com/medline/citation/32115536/Palladium_Catalyzed_β_Arylation_of_Cyclic_αβ_Unsaturated_O_Methyl_Oximes_with_Aryl_Iodides_ DB - PRIME DP - Unbound Medicine ER -