Chemoselective Chan-Lam Coupling Reactions between Benzimidazoline-2-thiones and Arylboronic Acids
Xing Liu1, Zhi-Bing Dong1,2
1School of Chemistry and Environmental Engineering , Wuhan Institute of Technology , Wuhan 430205 , China.
Abstract:
An efficient Chan-Lam-type methodology for the selective synthesis of S-arylbenzimidazoles and N,S-diarylbenzimidazoles was developed. The selectivity was controlled by varying the amount of the catalyst Cu(OAc)2·H2O, temperature, and solvent switching. These transformations feature a simple protocol, broad functional group tolerance, high selectivity, and good to excellent yields. It is noteworthy that these reactions represent the first examples of the application of the selective Chan-Lam coupling.
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