TABLE 1.
Scope of catalytic performance of the Cu-DF@ASMNP for synthesizing internal alkynes a .
| Entry | Haloarenes | Product | Yield b (%) | TON c |
|---|---|---|---|---|
| 1 |
|
3a
|
92 | 115 |
| 2 |
|
3b
|
90 | 113 |
| 3 d |
|
3c
|
88/82 e | 110 |
| 4 |
|
3d
|
94/90 e | 118 |
| 5 |
|
3e
|
95 | 119 |
| 6 |
|
3f
|
89/85 e | 111 |
| 7 |
|
3a
|
84 | 105 |
| 8 |
|
3b
|
86 | 108 |
| 9 |
|
3c
|
80 | 100 |
| 10 |
|
3e
|
88/80 e | 110 |
| 11 |
|
3g
|
68 | 85 |
Reaction conditions: Haloarene (0.5 mmol), alkynoic acid (0.6 mmol), Cu-DF@ASMNP (25 mg), Cs2CO3 (1.0 mmol), toluene (2 ml), 100°C, 12 h, under N2.
GC-MS, yield.
TON , Calculated using the 0.3217 mmolg−1, copper.
Isolated yield.
Reaction was performed on large scale; Haloarene (5 mmol), alkynoic acid (6 mmol), Cu-DF@ASMNP (0.25 g), Cs2CO3 (10.0 mmol), toluene (10 ml), 100°C, 12 h, under N2.
3a
3b
3c
3d
3e
3f
3a
3b
3c
3e
3g