New benzotriazole–sulfonate coupling reagents and applications

Abstract

Amide and ester bond formation is crucial in medicinal chemistry and relies heavily on coupling reagents in both academic and industry. We report the development of new cost-effective recyclable benzotriazole–sulfonate coupling reagents in a straightforward, rapid, and easy manner. The reagents efficiently activate carboxylic acids to form amides, esters, thioesters, and peptides, with excellent yields and high chirality retention. The reagent enables drug modifications and transformations, including aldoxime-to-nitrile and carboxylic acid-to-ketone conversions. The use of green solvents effectively minimizes the environmental impact.