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. 2022 Jan 17;9:773855. doi: 10.3389/fchem.2021.773855

TABLE 1.

Scope of catalytic performance of the Cu-DF@ASMNP for synthesizing internal alkynes a .

graphic file with name fchem-09-773855-fx1.jpg

Entry Haloarenes Product Yield b (%) TON c
1 graphic file with name fchem-09-773855-fx2.jpg Inline graphic 3a 92 115
2 graphic file with name fchem-09-773855-fx4.jpg Inline graphic 3b 90 113
3 d graphic file with name fchem-09-773855-fx6.jpg Inline graphic 3c 88/82 e 110
4 graphic file with name fchem-09-773855-fx8.jpg Inline graphic 3d 94/90 e 118
5 graphic file with name fchem-09-773855-fx10.jpg Inline graphic 3e 95 119
6 graphic file with name fchem-09-773855-fx12.jpg Inline graphic 3f 89/85 e 111
7 graphic file with name fchem-09-773855-fx14.jpg Inline graphic 3a 84 105
8 graphic file with name fchem-09-773855-fx16.jpg Inline graphic 3b 86 108
9 graphic file with name fchem-09-773855-fx18.jpg Inline graphic 3c 80 100
10 graphic file with name fchem-09-773855-fx20.jpg Inline graphic 3e 88/80 e 110
11 graphic file with name fchem-09-773855-fx22.jpg Inline graphic 3g 68 85
a

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.

b

GC-MS, yield.

c

TON , Calculated using the 0.3217 mmolg−1, copper.

e

Isolated yield.

d

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.