Synthesis of diverse libraries of carboxamides via chemoselective N-acylation of amines by carboxylic acids employing Brønsted acidic IL [BMIM(SO3H)][OTf]
Chemoselective N-acylation of amines with carboxylic acids as acyl electrophiles and Brønsted acidic IL [BMIM(SO3H)][OTf] as promoter is reported under both thermal and microwave irradiation to produce libraries of carboxamides in good to excellent yields after a simple workup. The protocol is compatible with structurally diverse 1° and 2° amines and works in the presence of sensitive functional groups such as thiols and phenols. The potential for recycling and reuse of the IL is also demonstrated.
Digital Object Identifier (DOI)
Savanur, H.M., Malunavar, S.S., Prabhala, P., Sutar, S.M., Kalkhambkar, R.G., Laali, K.K. (2019). Synthesis of Diverse Libraries of Carbonxamides Via Chemoselective N-Acylation of Amines by Carboxylic Acids Employing Bronsted Acidic IL [BMIM(SO3H)][OTf]. Tetrahedron Letters, 60(42), 151159