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. 2024 Feb 19;14(9):6225–6233. doi: 10.1039/d3ra08810c

Optimization of reaction conditions for the synthesis of chromonesa.

graphic file with name d3ra08810c-u1.jpg
Entry Reagents (equiv.) Solvents Temp. (°C) Time (h) Yieldb (%)
1 I2 (0.5) Ethanol 80 72 7
2 I2 (1.0) Ethanol 80 72 14
3 I2 (1.0) EG 140 72 nd
4 I2 (1.0) Acetonitrile 80 72 nd
5 I2 (1.0) Toluene 80 72 nd
6 I2 (1.0) EtOAc 80 72 nd
7 I2 (1.0) DMF 140 72 nd
8 I2 (1.0) NMP 140 72 nd
9 I2 (1.0) DMSO 140 72 nd
10 I2 (1.0) Xylene 140 72 nd
11 I 2 (1.0) PEG-400 140 7 84
12 I2 (0.1) PEG-400 140 72 13
13 I2 (0.3) PEG-400 140 72 39
14 I2 (0.5) PEG-400 140 72 58
15 NaI (1.0) PEG-400 140 72 nd
16 CuI (1.0) PEG-400 140 72 nd
17 KI (1.0) PEG-400 140 72 8
18 I2 + KI (1.0) DMF 140 72 28
19 I2 + KI (1.0) Toluene 80 72 32
20 I2 + KI (1.0) Ethanol 80 72 22
21 PhI(OAc)2 PEG-400 140 48 nd
a

Reagents and conditions: different reagents were screened as given in Table 1 with varied temp. and equivalencies.

b

Isolated yield, nd - not detected.