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For a full list of copper-catalyzed diaryl ether formation, see the Supporting Information
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For a full list of copper-catalyzed diaryl ether formation, see the Supporting Information.
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50
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77949310627
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Current prices from Sigma-Aldrich: picolinic acid $26.4/mol, pyrrole2-carboxylic acid $2346/mol, and. N,N-dimethylglycine $996/mol.
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Current prices from Sigma-Aldrich: picolinic acid $26.4/mol, pyrrole2-carboxylic acid $2346/mol, and. N,N-dimethylglycine $996/mol.
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The control experiments without catalyst were performed to confirm these products are not generated by SNAr- reaction, but by picolinic acidligated copper-catalyzed C-O bond forming reaction
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NAr- reaction, but by picolinic acidligated copper-catalyzed C-O bond forming reaction.
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We found that the reduction of aryl halide (Ar-X to Ar-H) was obtained as the major side reaction. Thus in Table 2, ethylbenzoate (5%, entry 2) and benzaldehyde (2%, entry 3) were detected. Similarly, isoquinoline (10%, entry 7; 5%, entry 8), benzo[b]thiophene-2-carbaldehyde (entry 1), and pyridine (1%, entry 4) were detected in Table 3 as were quinoline (2%, entry 3) and a trace of nicotinonitrile in Table 4, entry 5.
-
We found that the reduction of aryl halide (Ar-X to Ar-H) was obtained as the major side reaction. Thus in Table 2, ethylbenzoate (5%, entry 2) and benzaldehyde (2%, entry 3) were detected. Similarly, isoquinoline (10%, entry 7; 5%, entry 8), benzo[b]thiophene-2-carbaldehyde (entry 1), and pyridine (1%, entry 4) were detected in Table 3 as were quinoline (2%, entry 3) and a trace of nicotinonitrile in Table 4, entry 5.
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