Synthesis of some 4-bromo-1-naphthyl chalcones using silica-sulfuric acid reagent under solvent free conditions

Abstract

A series of α, β-unsaturated ketones derived form 4-bromo-1-naphthyl ketones with various substituted benzaldehydes under solvent free condition using silica-sulfuric acid as a reagent in an oven. The catalyst silica is reusable and the yields of chalcones are more than 90%. These chalcones are characterized by physical constants and spectral data. No decrease in the yield was observed, demonstrating that silica-sulfuric acid can be re-used in crossed-aldol condensation reaction without environmental discharge.

Microwave assisted synthesis of some halosubstituted chalcones

“…Chalcones are also synthesized by using microwave irradiation, ultrasound irradiation [16] and by Suzuki reaction [17]. Various modified methods for synthesis of chalcones has been reported using different catalyst such as SOCl 2 [18], natural phosphate / lithium nitrate [19], KF / natural phosphate [20], acyclic acidic ionic liquid [21], Na 2 CO 3 [22], high-temperature water [23], sodium carbonate [24], ZrCl 4 and ionic liquid [25], Table 1. Microwave assisted synthesis of halosubstituted chalcones, 2a-i.…”

A Review of Synthesis Methods of Chalcones, Flavonoids, and Coumarins

“…In the past few years, a range of adapted methods for the synthesis of chalcones has been reported. These innovative techniques use various catalysts and reagents including SOCl 2 [8] natural phosphate, lithium nitrate [9], amino grafted zeolites [10], zinc oxide, water [11], K 2 CO 3 [12], PEG400 [13], silica sulfuric acid [14], ZrCl 4 and ionic liquid [15]. The accomplishment of these novel methods has been hindered by limitations like harsh reaction conditions, toxic reagents, strongly acidic or basic conditions, prolonged reaction times, poor yields, and low selectivity.…”

(E)-1-(4-Hydroxyphenyl)-3-(substituted-phenyl) prop-2-en-1-ones: Synthesis, In Vitro Cytotoxic Activity and Molecular Docking Studies

“…[28][29][30][31][32][33][34][35][36] The base-cata-Sirka et al: (E)-1-(4-Hydroxyphenyl)-3-(substituted-phenyl) ... lysed other method of chalcone synthesis include Claisen-Schmidt reaction. 37 The acid catalyzed methods that have been used to synthesize chalcones includes Friedel-Crafts acylation, 38 silica-sulfuric acid, 39 dry HCl, 40,41 boron trifluoride-diethyletherate (BF 3 -Et 2 O), 42 Aldol condensation, 43 Suzuki coupling reaction, 44 Julia-Kocienski olefination 45 and Wittig reaction. 46 Among these the direct aldol condensation and Claisen-Schimdt condensation still occupy prominent position.…”