Ionic liquid-mediated benzoyl transfer-coupling in the Suzuki and Sonogashira reactions and aryl transfer-coupling by decarbonylative Heck reaction, using N-Benzoyl-saccharin (NBSac) as reagent

Authors

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

Document Type

Article

Publication Date

6-11-2020

Abstract

The efficacy of N-benzoyl-saccharin (NBSac) as reagent for selective benzoyl transfer-coupling in the Suzuki reaction in BMIM-IL/[PAIM][NTf2] as solvent/base, and in the Sonogashira reaction employing guanidinium-IL (GIL) as solvent, are demonstrated. Decarbonylative aryl transfer-coupling occurs in the Heck reaction employing GIL as solvent. The reactions are catalyzed by Pd(OAc)2 or NiCl2(dppp), are performed under mild conditions in good yields, and have the potential for recycling/reuse of the IL solvent. Collectively, these methods provide facile access to diverse libraries of diarylketones, keto-ethynes and diaryl-ethenes.

Publication Title

Tetrahedron Letters

Volume

61

Issue

24

Digital Object Identifier (DOI)

10.1016/j.tetlet.2020.151987

ISSN

00404039

E-ISSN

18733581

Citation Information

Malunavar, S.S., Sutar, S.M., Prabhala, P., Kalkhambkar, R.G., Laali, K.K. (2020) Ionic liquid-mediated benzoyl transfer-coupling in the Suzuki and Sonogashira reactions and aryl transfer-coupling by decarbonylative Heck reaction, using N-Benzoyl-saccharin (NBSac) as reagent. Tetrahedron Letters, 61(24), 151987.