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Communication

Synthesis of Imidazoles through the Copper-Catalyzed Cross-Cycloaddition between Two Different Isocyanides

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Chikashi Kanazawa, Shin Kamijo,^‡ and Yoshinori Yamamoto*

Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan

J. Am. Chem. Soc., 2006, 128 (33), pp 10662–10663

DOI: 10.1021/ja0617439

Publication Date (Web): July 27, 2006

‡

Present address: Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, yoshi@mail.tains.tohoku.ac.jp

Abstract

The copper-catalyzed reaction between two different isocyanides produces the corresponding heteroaromatization products, imidazoles, in good yields. The reaction proceeds most probably through the activation of the sp³ C−H bond in the isocyanides by a copper catalyst, followed by a [3 + 2] cycloaddition between the cuprioisocyanide intermediates and arylisocyanides.

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Published In Issue August 23, 2006
Received March 14, 2006

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Communication

Synthesis of Imidazoles through the Copper-Catalyzed Cross-Cycloaddition between Two Different Isocyanides

Abstract

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SciFinder Links

History

Recommend & Share

Related Content

Copper-Catalyzed Arylation of Heterocycle C−H Bonds

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Copper- or Phosphine-Catalyzed Reaction of Alkynes with Isocyanides. Regioselective Synthesis of Substituted Pyrroles Controlled by the Catalyst

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