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. 2023 Aug 22;14(35):9476–9481. doi: 10.1039/d3sc03048b

Optimization of reaction conditionsa.

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Entry Deviation Yieldb (%)
1 None 98
2 0.4 M DMF 26
3 0.25 M DMF 65
4 0.1 M DMF 96
5 0.1 M DMA 45
6 No light Trace
7 Cook's conditionsc 6
8 White light 42
9 Green light 23
10 3 equiv. B2Pin2 Trace
11 3 equiv. B2(OH)4 Trace
12 3 equiv. B2(OH)4 + 3 equiv. catechol 63
13 1.5 equiv. B2Cat2 60
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a

Performed on 0.1 mmol scale (0.1 mmol 1) in 0.05 M solvent.

b

Yields were determined using 1H NMR analysis with 1,3,5-trimethoxybenzene (Ar–H) as internal standard.

c

Performed with 0.1 mmol 1, 15 mol% Ni(hfacac)xH2O, 0.8 equiv. pyridine, 1.5 equiv. Zn and 1.2 equiv. MgCl2, in 0.2 M DMA/THF (3/1), 16 h.13