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

被引：11

作者：

Prabhala, Pavankumar ^{[1
]}

Savanur, Hemantkumar M. ^{[1
]}

Sutar, Suraj M. ^{[1
]}

Malunavar, Shruti S. ^{[1
]}

Kalkhambkar, Rajesh G. ^{[1
]}

Laali, Kenneth K. ^{[2
]}

机构：

[1] Karnatak Univ, Dept Chem, Karnatak Sci Coll, Dharwad 580001, Karnataka, India

[2] Univ North Florida, Dept Chem, 1 UNF Dr, Jacksonville, FL 32224 USA

来源：

TETRAHEDRON LETTERS | 2020年 / 61卷 / 20期

关键词：

3-aryl(alkyl)coumarins; Coumarin-bearing diaryl-ethynes; Salicylaldehydes and aryl(alkyl)-acetic acids; Carbonyldiimidazole; Ionic liquids; IMIDAZOLIUM-ILS; 3-ARYLCOUMARINS; SONOGASHIRA; EFFICIENT; HECK;

D O I：

10.1016/j.tetlet.2020.151854

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The in-situ formed carbonylimidazole derivatives of Ar(alkyl)-CH2COOH react at r.t. with substituted salicylaldehydes in [BMIM][PF6] or [BMIM] [BEd as solvent, and [PAIM][NTf (2)] 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. (C) 2020 Elsevier Ltd. All rights reserved.

引用

页数：7

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