LETTER
Efficient Copper-Catalyzed O-Arylation with (S)-N-Methylpyrrolidine-2-Carboxamide
223
a
Table 1 Copper-Catalyzed Cross-Coupling of Aryl Halides with Substituted Phenols (continued)
R
R'
R
R'
CuI (10 mol%)
L (20 mol%)
X
+
HO
O
K3PO4, DMF
110 °C
3
1
2
X = Br, I
L =
NHMe⋅HCl
N
H
O
Entry
Aryl halide
Product
Time (h)
16
Yield (%)b
90
O2N
O2N
1
2
3
O
I
3
k
O2N
O2N
1
1
16
94
O
OMe
I
3
l
O
O
4
5
O
NO2
36
36
79
Br
3
m
86c
O
1
I
3
a
a
Reaction conditions: aryl halide (1 mmol for entry 9; 2 mmol for others), substituted phenol (3 mmol), ligand (0.4 mmol), CuI (0.2 mmol),
K PO (4.4 mmol), DMF (3 mL with 3% H O) at 110 °C under N .
3
4
2
2
b
c
Isolated yield.
The reaction was conducted in the absence of H O.
2
References and Notes
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