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. 2023 Feb 14;14:831. doi: 10.1038/s41467-023-36190-z

Table 1.

Optimization of the reaction conditionsa

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Entry Substrate Light source Additive Solvent Yield of 5a (%)b
1 1a UVA THF 17
2 1a blue LEDs THF 40
3 1a blue LEDs toluene 14
4 1a blue LEDs DCE 9
5 1a blue LEDs 10 eq. H2O THF 46
6 2a blue LEDs 10 eq. H2O THF n.d.
7 3a blue LEDs 10 eq. H2O THF 65
8 3a blue LEDs 30 eq. H2O THF 45
9 3a blue LEDs THF/H2O = 4/1 28
10 3a blue LEDs 10 eq. H2O; 0.5 eq. TsOH THF 83
11 3a blue LEDs 10 eq. H2O; 1.0 eq. TsOH THF 63
12 3a blue LEDs 10 eq. H2O; 0.05 eq. TsOH THF 69
13 3a blue LEDs 10 eq. H2O; 0.5 eq. MsOH THF 69
14 3a blue LEDs 10 eq. H2O; 0.5 eq. AcOH THF 59
15 3a blue LEDs 10 eq. H2O; 0.5 eq. HCl THF 69
16 3a blue LEDs 10 eq. H2O; 0.5 eq. Zn(OTf)2 THF 37
17 3a in the dark 10 eq. H2O; 0.5 eq. TsOH THF n.d.

Reaction conditions: 1a, 2a or 3a (0.1 mmol), additive, solvent (1.0 mL, 0.1 M), RT. a RT: room temperature; THF: tetrahydrofuran; DCE: 1,2-dichloroethane; MsOH: methanesulfonic acid; TsOH: p-toluenesulfonic acid; n.d.: not detected. b 1H NMR yield of 5a was determined by using 1,3,5-trimethoxyl benzene as the internal standard.