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. 2010 Apr 15;6:35. doi: 10.3762/bjoc.6.35

Table 4.

C-arylation of diethyl malonate using different aryl halidesa.

Entry Aryl halide Product Time (h) Yieldb (%)

1 iodobenzene 2-phenylmalonic acid diethylester 9 78
2 bromobenzene 2-phenylmalonic acid diethylester 11 76
3 p-nitroiodobenzene 2-(4-nitrophenyl)-malonic acid diethylester 6 81
4 p-methyliodobenzene 2-p-tolylmalonic acid diethylester 12 76
5 m-trifluoromethyliodobenzene 2-(3-trifluromethyl-phenyl)-malonic acid diethylester 7 80
6 1-iodo-2-methylbenzene 2-o-tolylmalonic acid diethylester 13 75
7 1-iodo-4-methoxybenzene 3-(4-methoxy-phenyl)-malonic acid diethylether 14 74

aReaction conditions: diethyl malonate (3 mmol), aryl halide (1 mmol), 10 mol % CuO-nanoparticles, Cs2CO3 (0.5 mmol), DMSO; temperature 80 °C; N2; 1 atm.

bIsolated and optimized yields.