Iron-catalyzed direct arylation through directed C-H bond activation

Jakob Norinder; Arimasa Matsumoto; Naohiko Yoshikai; Eiichi Nakamura

doi:10.1021/ja800818b

Iron-catalyzed direct arylation through directed C-H bond activation

Jakob Norinder, Arimasa Matsumoto, Naohiko Yoshikai, Eiichi Nakamura

PHA - Molecular Pharmaceutical Science

The University of Tokyo

Research output: Contribution to journal › Article › peer-review

344 Citations (Scopus)

Abstract

An iron-catalyzed C-C bond formation reaction of a nitrogen-containing aromatic compound with an arylzinc reagent takes place at 0 °C in a good to quantitative yield. The reaction involves a C-H bond activation directed by a neighboring nitrogen atom. The important additives in this reaction are 1,10-phenanthroline, tetramethylethylenediamine, and 1,2-dichloro-2-methylpropane, in the absence of which a very low product yield was observed.

Original language	English
Pages (from-to)	5858-5859
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	130
Issue number	18
DOIs	https://doi.org/10.1021/ja800818b
Publication status	Published - 2008 May 7

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abstract = "An iron-catalyzed C-C bond formation reaction of a nitrogen-containing aromatic compound with an arylzinc reagent takes place at 0 °C in a good to quantitative yield. The reaction involves a C-H bond activation directed by a neighboring nitrogen atom. The important additives in this reaction are 1,10-phenanthroline, tetramethylethylenediamine, and 1,2-dichloro-2-methylpropane, in the absence of which a very low product yield was observed.",

author = "Jakob Norinder and Arimasa Matsumoto and Naohiko Yoshikai and Eiichi Nakamura",

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T1 - Iron-catalyzed direct arylation through directed C-H bond activation

AU - Norinder, Jakob

AU - Matsumoto, Arimasa

AU - Yoshikai, Naohiko

AU - Nakamura, Eiichi

PY - 2008/5/7

Y1 - 2008/5/7

N2 - An iron-catalyzed C-C bond formation reaction of a nitrogen-containing aromatic compound with an arylzinc reagent takes place at 0 °C in a good to quantitative yield. The reaction involves a C-H bond activation directed by a neighboring nitrogen atom. The important additives in this reaction are 1,10-phenanthroline, tetramethylethylenediamine, and 1,2-dichloro-2-methylpropane, in the absence of which a very low product yield was observed.

AB - An iron-catalyzed C-C bond formation reaction of a nitrogen-containing aromatic compound with an arylzinc reagent takes place at 0 °C in a good to quantitative yield. The reaction involves a C-H bond activation directed by a neighboring nitrogen atom. The important additives in this reaction are 1,10-phenanthroline, tetramethylethylenediamine, and 1,2-dichloro-2-methylpropane, in the absence of which a very low product yield was observed.

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JF - Journal of the American Chemical Society

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Iron-catalyzed direct arylation through directed C-H bond activation

Abstract

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