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Table 3 Synthesis of 1,8-dioxodecahydroacridines catalyzed by cobalt–alanine metal complex under aqueous ethanol medium

From: A facile and efficient synthesis of 1,8-dioxodecahydroacridines derivatives catalyzed by cobalt–alanine metal complex under aqueous ethanol media

Entry Aldehyde (R) R1 or NH4OAC Product Time (h) Yield (%)a Mp. (°C)
1 H Ph 4a 1.0 96 252–254
2 4-OCH3 Ph 4b 1.5 90 220–222
3 4-CH3 Ph 4c 2.0 90 259–262
4 4-CN Ph 4d 2.0 80 267–269
5 4-NO2 Ph 4e 2.5 85 265–267
6 4-OH Ph 4f 2.0 88 232–233
7 4-Cl Ph 4g 2.0 80 244–246
8 4-Br Ph 4h 2.0 85 251–253
9 2-Cl Ph 4i 2.5 75 249–252
10 2-NO2 Ph 4j 3.0 80 272–275
11 3-NO2 Ph 4k 3.0 80 293–295
12 4-OCH3 NH4OAC 4l 2.0 85 272–275
13 4-CH3 NH4OAC 4m 2.0 85 268–271
14 4-CN NH4OAC 4n 2.5 80 281–283
15 4-NO2 NH4OAC 4o 3.0 80 285–287
16 2,3-(Cl)2 Ph 4p 3.0 85 273–276
17 2,3-(OCH3)2 Ph 4q 2.5 95 288–291
18 3,4-(NO2)2 Ph 4r 3.5 80 278–281
19 3,4-(NO2)2 NH4OAC 4s 4.0 75 281–283
20 2,3-(Cl)2 NH4OAC 4t 3.5 80 322–325
21 2,3-(OCH3)2 NH4OAC 4u 3.0 90 303–305
22 2-OH Ph 4v 3.0 85 246–249
  1. aYields of isolated products