Silica-Bonded N-Propyl Diethylenetriamine Sulfamic Acid as a Recyclable Solid Acid Catalyst for the Synthesis of α-Aminonitriles

Facile synthesis and antimicrobial activity of a novel series of 7,8-dihydro-2-(2-oxo-2H-chromen-3-yl)-5-aryl-cyclopenta[b]pyrano-pyrimidine-4,6-5H-dione derivatives catalyzed by reusable silica-bonded N-propyl diethylenetriamine sulfamic acid

“…The catalyst SBPDSA was obtained as a white powder. The content of S obtained from elemental analysis showed that typically a loading of 0.99 mmol/g H + was obtained (Rahi et al, 2012). -4-phenyl-5-oxo-4,5,6,7-tetrahydrocyclopenta[b] pyran-3-carbonitrile derivatives using Alum (KAl(SO 4 ) 2 .12H 2 O) (10 mol%) as catalyst A mixture of aldehydes 1 (1 mmol), malononitrile 2 (1 mmol), cyclopentane-1,3-dione 3 (1 mmol), and powdered Alum (KAl(SO 4 ) 2 AE12H 2 O) (10 mol%), under solvent-free conditions was stirred at 70°C for appropriate time (Scheme 1).…”

“…Silica-bonded N-propyl diethylenetriamine sulfamic acid has been reported as a novel catalyst for chemoselective synthesis of 1,1-diacetates (Sefat et al, 2011), and synthesis of a-aminonitriles (Rahi et al, 2012). However, to the best of our knowledge, there are no examples on the use of SBPDSA as catalyst for the synthesis of 7,8-dihydro-2-(2-oxo-2H-chromen-3-yl)-5-aryl-cyclopenta [b]pyrano-pyrimidine-4,6-5H-dione derivatives.…”

Synthesis of naphthoxazinone derivatives using silica-bonded S-sulfonic acid as catalyst under solvent-free conditions

“…[1][2][3][4][5] Metal colloids, mineral clays and supported reagents on silica gel, alumina and other solid supports are various types of heterogeneous and reusable catalytic systems, which have been designed and used in organic synthesis. Among them, silica-supported catalysts have attracted more attention because they are inexpensive, easy to prepare, and insoluble in most of organic solvents, which make them being recycled from various reactions Along the line of our studies in preparation and application of solid acid and base catalysts in chemical transformations, [6][7][8][9][10][11][12][13][14][15][16][17][18][19][20][21][22][23][24] herein, we report the catalytic activity of some of these catalysts such as, silica-bonded propyl S-sulfonic acid (1), silica-bonded N-propyl sulfamic acid (2), silica-bonded tin chloride (3), silicabonded titanium chloride (4), silica-bonded n-propylimidazolium hydrogen sulfate (5), and silica-bonded n-propyl-methylimidazolium hydrogen sulfate (6)] as heterogeneous solid acid for the synthesis of naphthaoxazines (scheme 1).…”

Application of various types of alumina and nano-γ-alumina sulfuric acid in the synthesis of α-aminonitriles derivatives: comparative study

“…Thus, several modifications of the Strecker reaction have been developed using a variety of cyanide reagents such as alkaline cyanides [3], Et 2 AlCN [4], (EtO) 2 -POCN [5], Zn(CN) 2 [6], HCN [7], Bu 3 SnCN [8], TMSCN [9], K 4 [Fe(CN) 6 ] [10], along with catalysts variant such as InCl 3 [11], BiCl 3 [12], RhI 3 [13], NiCl 2 [14], RuCl 3 [15], montmorillonite KSF clay [16], silica sulfuric acid [17], silica-supported heteropoly acids [18], silica-bonded sulfamic acid [19], silica-based ionic liquids [20], I 2 [21], xanthan sulfuric acid [22], Zr-MCM-41 nanoreactors [23], Zr-Cu(OTf) 2 [24], K 2 PdCl 4 [25], Al-MCM-41 [26] and Ga-TUD-1 [27] under various reaction conditions homogeneously catalyze the Strecker-type reaction.…”