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. Author manuscript; available in PMC: 2025 Apr 4.
Published in final edited form as: J Org Chem. 2025 Mar 13;90(12):4244–4253. doi: 10.1021/acs.joc.4c03045

Table 2.

Optimization of the Reaction Conditionsa

graphic file with name nihms-2066269-t0008.jpg
entry solvents CH2Br2 indole 2ab time (h)
1 CH2Cl2/pentane (1:1 v/v) 31 trace 24
2 CH2Cl2/pentane (1:1 v/v) 50 μL 26 5 24
3 CH2Cl2/pentane (1:1 v/v) 100 μL 22 ~10 24
4 CH2Cl2/pentane (1:1 v/v) 200 μL 20 ~10 4
5 pentane 100 μL 10 43 4
6 CH3CN/pentane (1:1 v/v) 100 μL 5 63 6
7c CH2Br2 only 2 mL 41 8
8 CH3CN only 100 μL 7 53 6
9d CH3CN/pentane (1:1 v/v) 100 μL 6
10e CH3CN/pentane (1:1 v/v) 100 μL 79 6
a

Reaction conditions: 1a (0.05 mmol), CsPbBr3 NCs (1 mg), open to air, 500 μL of solvents, irradiation with a blue 456 nm LED at room temperature.

b

Isolated yield.

c

Multiple bromination side products observed.

d

No photocatalyst added.

e

Indole as the starting material, under an air-free condition.