Abstract
The preparation of benzimidazoles and imidazopyridines has been achieved under mild conditions using 2,2,2-trichloroethyl imidates as the acylating agents. The reactions proceed smoothly in isopropyl alcohol at 70 °C. In cases where the acylation was rapid but the cyclization proceeded slowly, addition of sodium acetate proved to be beneficial. For substrates with poor nucleophilicity, modification of the solvent to the more inert <i>tert</i>-amyl alcohol, which can also achieve higher temperature, allowed for superior reactions.
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