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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 44, 2014 - Issue 19
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Original Articles

Efficient and Ecofriendly Route for the Solvent-Free Synthesis of 4-Alkoxy-5H-chromen[2,3-d]pyrimidines Using Phosphonic Acid Functionalized KIT-6 Confined Ionic Liquid as Recoverable Catalyst

, , , , &
Pages 2826-2837 | Received 20 Dec 2013, Published online: 28 Jul 2014
 

Abstract

Phosphonic acid functionalized KIT-6 confined ionic liquid (IL, 1-butyl-3-methylimidazolium tetrafluoroborate [BMIm][BF4]) catalyzed the one-pot condensation reaction of iminochromenes and salicylaldehydes with different primary alcohols to achieve the corresponding 4-alkoxy-5H-chromen[2,3-d]pyrimidines under solvent-free conditions and in good yields. This efficient nanocatalyst can be recovered for at least five reaction runs without significant loss of either activity or confined IL.

GRAPHICAL ABSTRACT

Notes

a Yields refer to isolated pure products based on the reaction of 3(a–c) (1 mmol), salicylaldehydes 1(a–c) (1 mmol), alcohol 4(a–e) (1.5 mmol), cat. (2 mol %), at rt and solvent-free conditions. The reaction mixture was stirred for 40 min. All known products have been reported in the literature, and they were characterized by comparing their melting points and NMR spectra with authentic samples.[ Citation 5 ]

a IL = [BMIm][BF4].

b The reactions run for 1 h.

Color versions of one or more of the figures in the article can be found online at www.tandfonline.com/lsyc.

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