A Soluble Base for the Copper-Catalyzed Imidazole N-Arylations with Aryl Halides†
✍ Scribed by Liu, Longbin; Frohn, Mike; Xi, Ning; Dominguez, Celia; Hungate, Randy; Reider, Paul J.
- Book ID
- 115531703
- Publisher
- American Chemical Society
- Year
- 2005
- Tongue
- English
- Weight
- 116 KB
- Volume
- 70
- Category
- Article
- ISSN
- 0022-3263
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## Abstract A combination of CuSO~4~/dimethylglyoxime was found to be an efficient and inexpensive catalyst system for __N__‐arylation of imidazole and benzimidazole with aryl halides and heteroaryl halides in water, providing the corresponding products in moderate to good yields.
Copper-catalyzed N-arylation of imidazoles can be accomplished using (CuOTf)2°benzene as a copper source and Cs2CO3 as a base in xylenes at 110-125 °C. Addition of 1,10-phenanthroline (phen) and trans, trans-dibenzylideneacetone (dba) was crucial to the success of the process. The products, N-arylim