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Copper-Catalyzed, One-Pot, Three-Component Synthesis of Benzimidazoles by Condensation and C-N Bond Formation

Yong Kim, Manian Rajesh Kumar, Namjin Park, Yumi Heo and Sunwoo Lee*

*Department of Chemistry, Institute of Basic Science, Chonnam National University, 300 Yongbong-dong, Buk-gu, Gwangju 500-757, Republic of Korea, Email: sunwoochonnam.ac.kr

Y. Kim, M. R. Kumar, N. Park, Y. Heo, S. Lee, J. Org. Chem., 2011, 76, 9577-9583.

DOI: 10.1021/jo2019416


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Abstract

A copper-catalyzed, one-pot, three-component reaction of 2-haloanilines, aldehydes, and NaN3 enabled the synthesis of benzimidazoles in good yields using catalytic amounds of CuCl and TMEDA in DMSO at 120°C for 12 h. The reaction tolarated many functional groups such as ester, nitro, and chloro.

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Key Words

Benzimidazoles, Multicomponent Reactions


ID: J42-Y2011-3370