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. 2023 Apr 16;28(8):3513. doi: 10.3390/molecules28083513

Table 5.

LSA-FAS-Cu2+ catalyzed the reaction of acetophenones and 1,3-diaminopropane, affording 2-arylpyridine derivatives [34] 1.

graphic file with name molecules-28-03513-i006.jpg
Entry R1 R2 Yield (%) 2
1 Ph H 74
2 4-Me-Ph H 71
3 4-n-Pr-Ph H 70
4 4-n-amyl-Ph H 68
5 4-t-Bu-Ph H 63
6 4-Cy-Ph H 60
7 4-SMe-Ph H 82
8 4-OMe-Ph H 65
9 4-OBn-Ph H 67
10 4-Ph-Ph H 63
11 4-F-Ph H 45
12 4-Cl-Ph H 40
13 4-I-Ph H 39
14 3-Me-Ph H 65
15 2-NaPh H 58
16 (3-Me,5-Me)-Ph H 68
17 (3-OMe,4-OMe)-Ph H 56
18 (3-OMe,4-OMe,5-OMe)-Ph H 73
19 graphic file with name molecules-28-03513-i007.jpg H 64
20 graphic file with name molecules-28-03513-i008.jpg H 71
21 graphic file with name molecules-28-03513-i009.jpg H 69
22 graphic file with name molecules-28-03513-i010.jpg H 76
23 graphic file with name molecules-28-03513-i011.jpg H 75

1 Reaction conditions: ketone (0.2 mmol), 1-3-diaminopropane (0.6 mmol), acidified LSA-FAS-Cu2+ [(40 mol%), −SO3H (0.5 equiv)], O2 (1 atm), EtOH (1 mL), 100 °C, 26 h. Isolated yields. Note: For the sake of clarity, the group R2 is indicated in the reaction scheme, albeit R2 = H for all the examples. 2 Isolated yield.