Aerobic oxidative homocoupling of aryl amines using heterogeneous rhodium catalysts

Kenji Matsumoto; Kento Dougomori; Shohei Tachikawa; Takanori Ishii; Mitsuru Shindo

doi:10.1021/ol502197p

Aerobic oxidative homocoupling of aryl amines using heterogeneous rhodium catalysts

Kenji Matsumoto, Kento Dougomori, Shohei Tachikawa, Takanori Ishii, Mitsuru Shindo

Department of Fundamental Organic Chemistry

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

41 Citations (Scopus)

Abstract

The first heterogeneous catalyzed oxidative coupling of aryl amines is reported. Aryl amines were dimerized at room temperature under air using a heterogeneous Rh/C catalyst in the presence of acids. By choosing a suitable acidic solvent, biaryl compounds and carbazoles were selectively prepared in good yields. This reaction is operationally simple and provides an effi cient synthetic methodology for the preparation of biaryl diamines via oxidative C - H activation.

Original language	English
Pages (from-to)	4754-4757
Number of pages	4
Journal	Organic letters
Volume	16
Issue number	18
DOIs	https://doi.org/10.1021/ol502197p
Publication status	Published - Sept 19 2014

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol502197p

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abstract = "The first heterogeneous catalyzed oxidative coupling of aryl amines is reported. Aryl amines were dimerized at room temperature under air using a heterogeneous Rh/C catalyst in the presence of acids. By choosing a suitable acidic solvent, biaryl compounds and carbazoles were selectively prepared in good yields. This reaction is operationally simple and provides an effi cient synthetic methodology for the preparation of biaryl diamines via oxidative C - H activation.",

author = "Kenji Matsumoto and Kento Dougomori and Shohei Tachikawa and Takanori Ishii and Mitsuru Shindo",

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AU - Matsumoto, Kenji

AU - Dougomori, Kento

AU - Tachikawa, Shohei

AU - Ishii, Takanori

AU - Shindo, Mitsuru

PY - 2014/9/19

Y1 - 2014/9/19

N2 - The first heterogeneous catalyzed oxidative coupling of aryl amines is reported. Aryl amines were dimerized at room temperature under air using a heterogeneous Rh/C catalyst in the presence of acids. By choosing a suitable acidic solvent, biaryl compounds and carbazoles were selectively prepared in good yields. This reaction is operationally simple and provides an effi cient synthetic methodology for the preparation of biaryl diamines via oxidative C - H activation.

AB - The first heterogeneous catalyzed oxidative coupling of aryl amines is reported. Aryl amines were dimerized at room temperature under air using a heterogeneous Rh/C catalyst in the presence of acids. By choosing a suitable acidic solvent, biaryl compounds and carbazoles were selectively prepared in good yields. This reaction is operationally simple and provides an effi cient synthetic methodology for the preparation of biaryl diamines via oxidative C - H activation.

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ER -

Aerobic oxidative homocoupling of aryl amines using heterogeneous rhodium catalysts

Abstract

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