Portal de Periódicos da CAPES

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

2011; American Chemical Society; Volume: 76; Issue: 23 Linguagem: Inglês

10.1021/jo2019416

1520-6904

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

Sulfur-Based Synthesis Techniques

Benzimidazoles were synthesized by the copper-catalyzed, one-pot, three-component reaction of 2-haloanilines, aldehydes, and NaN3. The reaction was optimized when 2-iodo- or 2-bromoanilines (1.0 equiv), aldehydes (1.2 equiv), NaN3 (2.0 equiv), 5 mol% of CuCl, and 5 mol % of TMEDA were reacted in DMSO at 120 °C for 12 h. Good yields resulted, and the reaction showed tolerance toward functional groups such as ester, nitro, and chloro. Aliphatic and heteroaromatic aldehydes also afforded the desired products in moderate to good yields.