BF₃.SiO₂ Nanoparticles: A Solid Phase Acidic Catalyst for Efficient One-pot Hantzsch Synthesis of 1,4-dihydropyridines

Abstract

The solvent-free Hantzsch reaction between ethyl acetoacetate or 1,3-indandione, an aromatic aldehyde and ammonium acetate catalysed by BF 3 .SiO 2 nanoparticles provided an efficient one-step synthesis of 1,4-dihydropyridines in excellent yields.

SiO2–OSO3H Nanoparticles: An Efficient, Versatile and New Reagent for the One-Pot Synthesis of 2-Amino-8-Oxo-4,8-Dihydropyrano[3,2-b]Pyran-3-Carbonitrile Derivatives in Water, a Green Protocol

“…In continuation of our investigations of the application of solid acids in organic synthesis [11][12][13][14][15] we have investigated the synthesis of 2-amino-8-oxo-4,8-dihydropyrano [3,2-b]pyran-3carbonitrile derivatives by the three-component condensation of 5-hydroxy-2-hydroxymethyl-4H-pyran-4-one (kojic acid) 1, malononitrile 2 and an aliphatic or aromatic aldehyde 3 in the presence of 0.006 g nano-silica sulfuric acid as catalyst (Scheme 1).…”

Synthesis of heterocyclic compounds via Michael and Hantzsch reactions

“…Sadeghi et al developed an efficient one‐pot procedure for the synthesis of diindeno[1,2‐ b :2′,1′‐ e ]pyridine‐10,12‐dione derivaties 169 by the reaction of aldehydes 1 and indandione 122 in the presence of ammonium acetate and nanoparticles SiO 2 ‐BF 3 under solvent‐free condition (Scheme ).…”

“…1,4‐Dihyropyridines 9 were prepared by a three‐component reaction of aldehydes 1 , 1,3‐diketone or β ‐diketoester 3 , and ammonium acetate or ammonium carbonate in different media (Methods A‐V, Scheme , Table ) …”

Nano-sawdust–BF3 as a new, cheap, and effective nano catalyst for one-pot synthesis of 2-amino benzo[h]chromene derivatives

“…Therefore, the development of a simple, mild, and efficient method is still needed. In continuation of our previous research on the use of solid nano catalyst in organic synthesis [14][15][16][17][18][19][20][21], the nano-sawdust-BF 3 as a new catalyst has been applied for the synthesis of 2-amino benzo[h]chromene derivatives.…”

“…In recent years, there has been growing interest in finding inexpensive and effective solid acid nano catalyst such as nanocrystalline TiO 2 -HClO 4 [7], nano-TiCl 4 ÁSiO 2 [8][9][10] nano-SnCl 4 ÁSiO 2 [11,12] nano-BF 3 ÁSiO 2 [13][14][15] HClO 4 -SiO 2 nanoparticles [16] and nano-silica sulfuric acid [17][18][19][20][21][22][23]. Sawdust is one of the most common materials that used for various chemical industries such as removing pollutants from water [24], the color removal from textile industry [25], the removing cationic, anionic, and disperse dyes from aqueous solution [26] and the CuFe 2 O 4 /sawdust composite was used for removal of cyanine acid blue from aqueous solution [27].…”