1. An efficient one-pot conversion of carboxylic acids into benzimidazoles via an HBTU-promoted methodology
- Author
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Sabesan Yoganathan and Leonard Barasa
- Subjects
Indole test ,chemistry.chemical_classification ,Benzimidazole ,010405 organic chemistry ,Drug discovery ,General Chemical Engineering ,Synthon ,General Chemistry ,010402 general chemistry ,01 natural sciences ,Combinatorial chemistry ,0104 chemical sciences ,Catalysis ,chemistry.chemical_compound ,chemistry ,Yield (chemistry) ,Pharmacophore ,Alkyl - Abstract
Benzimidazole is a privileged, and routinely used pharmacophore in the drug discovery process. Herein, we report a mild, acid-free and one-pot synthesis of indole, alkyl and alpha-amino benzimidazoles through a novel HBTU-promoted methodology. An extensive library of indole-carboxylic acids, alkyl carboxylic acids and N-protected alpha-amino acids has been converted into the corresponding benzimidazoles in 80–99% yield. Since alpha-aminobenzimidazoles are highly useful synthons as chiral ligands for chemical catalysis, as well as for drug discovery endeavors, our reported method provides direct access to this scaffold in a simple, one-pot operation from commercially available carboxylic acids.
- Published
- 2018
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