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An efficient one-pot conversion of carboxylic acids into benzimidazoles via an HBTU-promoted methodology.

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.

SUBMITTER: Barasa L

PROVIDER: S-EPMC9088178 | biostudies-literature | 2018 Oct

REPOSITORIES: biostudies-literature

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An efficient one-pot conversion of carboxylic acids into benzimidazoles via an HBTU-promoted methodology.

Barasa Leonard L Yoganathan Sabesan S

RSC advances 20181019 62

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 ...[more]

PMID: 35547918

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