Synthesis of diverse libraries of carboxamides via chemoselective N-acylation of amines by carboxylic acids employing Brønsted acidic IL [BMIM(SO3H)][OTf]

Authors

Hemantkumar M. Savanur, Karnatak University
Shruti S. Malunavar, Karnatak University
Pavankumar Prabhala, Karnatak University
Suraj M. Sutar, Karnatak University
Rajesh G. Kalkhambkar, Karnatak University
Kenneth K. Laali, University of North FloridaFollow

Document Type

Article

Publication Date

10-17-2019

Abstract

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.

Publication Title

Tetrahedron Letters

Volume

60

Issue

42

Digital Object Identifier (DOI)

10.1016/j.tetlet.2019.151159

ISSN

00404039

E-ISSN

18733581

Citation Information

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