Introduction of a novel nanosized N-sulfonated Brönsted acidic catalyst for the promotion of the synthesis of polyhydroquinoline derivatives via Hantzsch condensation under solvent-free conditions

Abstract

In this research NS-C4(DABCO-SO3H)2)·4Cl as a new nano sized N-sulfonic acid was prepared and characterized using different types of methods including FT-IR, 1H NMR, 13C NMR, mass, XRD, TGA, SEM and AFM analysis.

Ethylene diamine post‐synthesis modification on open metal site Cr‐MOF to access efficient bifunctional catalyst for the Hantzsch condensation reaction

“…[43] 7 Gd(OTf) 3 EtOH/r.t. 5 89 [44] 8 p-Toluene sulfonic acid EtOH/r.t 2 93 [45] 9 Ce(IV) ammonium nitrate EtOH/r.t 2 94 [46] 10 Na-HSO 4 -SiO 2 CH 3 CN/r.t. 5-6 7 5 -90 [47] 11 IRMOF-3 S.F/70°C 8 85 [12] 12 PPh 3 EtOH/reflux 2-5 7 2 -96 [48] 13 ED/MIL-101(Cr) EtOH/80°C 2 98 This work…”

4‐(4‐Propylpiperazine‐1‐yl)butane‐1‐sulfonic acid‐modified silica‐coated magnetic nanoparticles: A novel and recyclable catalyst for the synthesis of 5‐arylidinebarbituric acids and pyrano[2,3‐d]pyrimidinedione derivatives in aqueous media

“…In recent years, the introduction of new catalysts for the promotion of organic reactions has become an important part of our ongoing research programme . Herein and in continuation of these studies, we report the use of our novel magnetic Fe 3 O 4 ‐based nanoreagent formulated as Fe 3 O 4 @SiO 2 ‐Propyl‐Pip‐SO 3 H.HSO 4 as a catalyst in the preparation of 5‐arylidinebarbituric acids and pyrano[2,3‐ d ]pyrimidinedione derivatives.…”

Application of [Fe3O4@SiO2@(CH2)3Py]HSO4− as heterogeneous and recyclable nanocatalyst for synthesis of polyhydroquinoline derivatives

“…[3][4][5][6][7][8] Despite of a variety of applications for polyhydroquinoline derivatives, very few approaches have been established for the synthesis of these compounds. In recent years, more efficient catalysts have been reported for the synthesis of polyhydroquinolines, such as baker's yeast, [10] Ce(NH 4 ) 2 (NO 3 ) 6 , [11] glycine, [12] grinding, [13] hafnium (IV) bis(perfluorooctanesulfonyl)imide complex in fluorous media, [14] Ni 0.35 Cu 0.25 Zn 0.4 Fe 2 O 4 magnetic nanoparticles (MNPs), [15] Hy-Zeolite, [16] Cu-S-(propyl)-2aminobenzothioate, [17] L-proline and derivatives, [10] metal triflates, [18] molecular iodine, [19] Fe 3 O 4 -adenine-Ni, [20] 4,4′-(butane-1,4-diyl)bis(1-sulfo-1,4-diazabicyclo [2.2.2] octane-1,4-diium)tetrachloride, [21] PTSA, [22] solar thermal energy, [23] MCM-41@Serine@Cu(II), [24] MNPs/DETA-SA, [25] Ni-Cu-Mg Fe 3 O 4 MNPs, [26] ILOS@Fe/TSPP, [27] alginic acid, [28] Ni@IL-OMO, [29] V-TiO 3 [30] and melamine trisulfonic acid. [9] However, this method has some disadvantages like the harsh conditions of the reaction, tedious workup procedure, low yields, use of large quantities of volatile organic solvent and long eaction times.…”