Facile synthesis of libraries of functionalized cyclopropanes and oxiranes using ionic liquids – A new approach to the classical Corey-Chaykovsky reaction

Authors

Shruti S. Malunavar, Karnatak University
Suraj M. Sutar, Karnatak University
Pavankumar Prabhala, Karnatak University
Hemantkumar M. Savanur, P.C. Jabin Science College
Rajesh G. Kalkhambkar, Karnatak University
Gopalakrishnan Aridoss, Ltd.Follow
Kenneth K. Laali, University of North FloridaFollow

Document Type

Article

Publication Date

9-28-2021

Abstract

The potential of [PAIM][NTf2]/BMIM-ILs as a base/solvent in the Corey-Chaykovsky reaction is demonstrated by the facile synthesis of libraries of functionalized cyclopropanes from enones and oxiranes from aldehydes and ketones, at room temperature in respectable isolated yields. To demonstrate their application, the synthesized epoxides were employed as substrates for the synthesis of a library of 2,3-disubstituted quinolines, using [BMIM(SO3H)][OTf]/[BMIM][PF6] as a catalyst/solvent. The potential for recycling/reuse of the IL solvents was also explored.

Publication Title

Tetrahedron Letters

Volume

81

Digital Object Identifier (DOI)

10.1016/j.tetlet.2021.153339

ISSN

00404039

E-ISSN

18733581

Citation Information

Shruti S. Malunavar, S. S. Malunavar, Suraj M. Sutar, S. M. Sutar, Pavankumar Prabhala, P. Prabhala, Hemantkumar M. Savanur, H. M. Savanur, Rajesh G. Kalkhambkar, R. G. Kalkhambkar, Gopalakrishnan Aridoss, G. Aridoss, & Kenneth K. Laali, K. K. Laali. (0000). Facile synthesis of libraries of functionalized cyclopropanes and oxiranes using ionic liquids – A new approach to the classical Corey-Chaykovsky reaction. Tetrahedron letters, 81, 153339. doi: 10.1016/j.tetlet.2021.153339