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. 2020 Jun 17;10(39):23108–23120. doi: 10.1039/d0ra01189d

Solvent screening for Sonogashira cross-coupling reaction of iodobenzene and phenyl acetylenea.

graphic file with name d0ra01189d-u3.jpg
Entry Solvent GC-MS (% conversion) Isolated yield (%)
1 C 2 H 5 OH 100 99
2 H2O
3 i-PrOH 89 81
4 CH3OH 57 32
5 DCM
6 DMF
7 DMSO
8 CH3CN 50 32
9 CHCl3
10 CCl4
11 C2H5OH b
12 C2H5OH 10 7c
13 C2H5OH d
a

Reaction conditions: iodobenzene (1 mmol), phenyl acetylene (1 mmol), base (Et3N, 10 mL), solvent (10 mL), catalyst (Pd/Cu@GO, 0.0001176 wt% Pd and 0.0002515 wt% Cu), otherwise noted.

b

GO.

c

Nano Pd@GO.

d

Nano Cu@GO, temperature = 75 °C.