Facile one-pot synthetic access to libraries of diversely substituted 3-aryl (Alkyl)-coumarins using ionic liquid (IL) or conventional base/solvent, and an IL-mediated approach to novel coumarin-bearing diaryl-ethynes
Document Type
Article
Publication Date
5-14-2020
Abstract
The in-situ formed carbonylimidazole derivatives of Ar(alkyl)-CH2COOH react at r.t. with substituted salicylaldehydes in [BMIM][PF6] or [BMIM][BF4] as solvent, and [PAIM][NTf2] as basic-IL, to produce libraries of 3-aryl(alkyl)coumarins. Whereas these reactions can also be performed with similar efficiency in THF by employing DBU, the IL approach offers easier work-up and recycling of the IL solvent. An IL-mediated approach to the synthesis of novel coumarin-bearing diaryl-ethynes by the Sonogshira reaction is also reported, and the potential for recycling/reuse of the IL solvent is shown.
Publication Title
Tetrahedron Letters
Volume
61
Issue
20
Digital Object Identifier (DOI)
10.1016/j.tetlet.2020.151854
ISSN
00404039
E-ISSN
18733581
Citation Information
Prabhala, P., Savanur, H.M., Sutar, S.M, Malunavar, S.S., Kalkhambkar, R.G., Laali, K.K. (2020) Facile one-pot synthetic access to libraries of diversely substituted 3-aryl (Alkyl)-coumarins using ionic liquid (IL) or conventional base/solvent, and an IL-mediated approach to novel coumarin-bearing diaryl-ethynes. Tetrahedron Letters, 61(20), 151854.