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. 2024 Feb 22;15(13):4757–4762. doi: 10.1039/d3sc06857a

Substrate scope of various coupling partners with α-ketoalkylsilyl peroxide 1aa.

graphic file with name d3sc06857a-u20.jpg
Entry Coupling partner (F–H) Product Yieldb (%)
1 graphic file with name d3sc06857a-u21.jpg graphic file with name d3sc06857a-u22.jpg 91
2 graphic file with name d3sc06857a-u23.jpg graphic file with name d3sc06857a-u24.jpg 9 (78)c
3 graphic file with name d3sc06857a-u25.jpg graphic file with name d3sc06857a-u26.jpg 19 (56)c,d,e
4 graphic file with name d3sc06857a-u27.jpg graphic file with name d3sc06857a-u28.jpg <5f (66)d,g,h,i
5 graphic file with name d3sc06857a-u29.jpg graphic file with name d3sc06857a-u30.jpg 0 (43)d,g,h,j
6 graphic file with name d3sc06857a-u31.jpg graphic file with name d3sc06857a-u32.jpg <5h (34)d,g,h
a

Unless otherwise specified, the reactions were carried out in the presence of 1a (0.4 mmol), coupling partner (0.2 mmol), Fe(acac)3 (0.04 mmol), 1,10-phen (0.04 mmol) in DMSO (1 mL) at 40 °C for 4 h under argon atmosphere.

b

Isolated yield.

c

In DMF.

d

1,10-Phen ligand was not used.

e

Use of 14 (5 equiv.) at 80 °C for 24 h.

f

NMR yield using nitromethane as an internal standard.

g

FeSO4·7H2O was used instead of Fe(acac)3.

h

In DMF at 80 °C.

i

Use of 1a (0.2 mmol) and 16 (3.0 equiv.).

j

Use of 1a (0.2 mmol) and 18 (2.0 equiv.).