Preparation of hollow mesoporous boron nitride spheres with surface decorated by CuO: A bifunctional acid-base catalyst for the green synthesis of some heterocyclic [3,3,3] propellane derivatives in water media

Modification of magnetic mesoporous N-doped silica nanospheres by CuO NPs: a highly efficient catalyst for the multicomponent synthesis of some propellane indeno indole derivatives

“…Mp: 231–233 °C; 16 FTIR (KBr) ( v max /cm −1 ): 3401, 3317, 3199, 2924, 2192, 1747, 1707, 1674, 1643, 1592, 1460, 1421, 1351, 1312, 1265, 1220, 1197, 1075, 1012, 921, 841, 765; 1 H NMR (DMSO- d 6 , 400 MHz): δ (ppm): 9.10 (s, 1H, NH), 8.40 (d, J = 8.4 Hz, 1H, ArH), 8.25 (s, 1H, ArH), 8.05–7.98 (m, 1H, ArH), 7.89 (d, J = 7.6 Hz, 1H, ArH), 7.85 (t, J = 8.1 Hz, 1H, ArH), 7.74–7.64 (m, 2H, ArH), 6.81 (d, J = 7.7 Hz, 1H, ArH), 5.96 (s, 1H, NH), 2.63 (d, J = 16.6 Hz, 1H, CH), 2.30 (t, J = 15.6 Hz, 1H, CH), 1.88 (dd, J = 46.6, 16.4 Hz, 2H, CH 2 ), 0.98 (s, 3H, CH 3 ), 0.93 (s, 3H, CH 3 ).…”

“…Mp: 213–216 °C; 16 FTIR (KBr) ( v max /cm −1 ): 3402, 3317, 3198, 2925, 2191, 1747, 1707, 1674, 1643, 1593, 1543, 1511, 1461, 1419, 1350, 1312, 1265, 1219, 1196, 1145, 1075, 1012, 921, 843, 765, 657; 1 H NMR (DMSO- d 6 , 400 MHz): δ (ppm): 8.82 (s, 1H, NH), 8.05–7.98 (m, 1H, ArH), 7.87 (d, J = 7.5, 1H, ArH), 7.74 (t, J = 7.5 Hz, 1H, ArH), 7.64 (q, J = 7.5, 6.3 Hz, 1H, ArH), 7.34 (d, J = 7.9 Hz, 2H, ArH), 7.16 (s, 1H, ArH), 6.86 (d, J = 7.8 Hz, 1H, ArH), 5.92 (s, 1H, NH), 2.47 (d, J = 9.8 Hz, 1H, CH), 2.40 (s, 3H, CH 3 ), 2.29–2.19 (m, 1H, CH), 1.89 (d, J =15.5 Hz, 1H, CH), 1.72 (d, J = 17.2 Hz, 1H, CH), 0.96 (s, 3H, CH 3 ), 0.91 (s, 3H, CH 3 ).…”

“…Mp: 222–225 °C; 16 FTIR (KBr) ( v max /cm −1 ): 3376, 3302,3239, 3106, 2928, 2192, 1746, 1725, 1685, 1660, 1593, 1420, 1340, 1348, 1322, 1259, 1218, 1158, 1050, 770, 725, 650, 616, 551, 503; 1 H NMR (DMSO- d 6 , 400 MHz): δ (ppm): 8.95 (s, 1H, NH), 7.87 (d, J = 7.7 Hz, 1H, ArH), 7.76 (t, J = 7.6 Hz, 1H, ArH), 7.67–7.62 (m, 3H, ArH), 7.32 (s, 2H, ArH), 6.86 (d, 1H, ArH), 5.93 (s, 1H, NH), 2.51 (d, J = 15.5 Hz, 1H, CH), 2.27 (d, J = 15.6 Hz, 1H), 1.90 (d, J = 15.5 Hz, 1H), 1.74 (d, J = 15.4 Hz, 1H, CH), 0.96 (s, 3H, CH 3 ), 0.92 (s, 3H, CH 3 ).…”

“…All of products were characterized and spectral data were consistent in comparison with authentic samples. [14][15][16] Spectral data…”

“…In 2017, these compounds were prepared using CSB-Ni(II) as a heterogeneous catalyst 15 and in 2021, the hollow mesoporous boron nitride spheres decorated by CuO was successfully prepared and used as an efficient catalyst for the synthesis of [3.3.3] propellane indeno [1,2-b] indole derivatives. 16 Nowadays, nano catalysts (or nano based heterogeneous catalysts), as highly efficient, green, reusable with high surface area, were used in chemical synthesis and industrial applications. [17][18][19][20][21] Among the nano catalysts, core-shell structures has attracted more attentions.…”