Preparation of Substituted Benzimidazoles and Imidazopyridines Using 2,2,2-Trichloroethyl Imidates

Autor: Stephane Caron, Lulin Wei, Brian P. Jones
Rok vydání: 2012
Předmět:
Zdroj: Synthesis. 44:3049-3054
ISSN: 1437-210X
0039-7881
DOI: 10.1055/s-0032-1317019
Popis: 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 tert-amyl alcohol, which can also achieve higher temperature, allowed for superior reactions.
Databáze: OpenAIRE