Solvent/Ligand-Controlled Switchable C3 or C7 C-H Arylations of 1-Methyl-4-nitro-1 H-indazole

A new solvent/ligand-controlled switchable C-H arylation of 1-methyl-4-nitro-1H-indazole catalyzed by Pd(OAc)(2) was achieved. A bidentate ligand in DMA promoted the activation at C7 position, while a phosphine ligand in H2O oriented the arylation at C3 position. The C3 and C7 arylation products were obtained in moderate to good yields and with high regioselectivity.

Automated summary

A new solvent/ligand-controlled switchable C-H arylation of 1-methyl-4-nitro-1H-indazole catalyzed by Pd(OAc)(2) was achieved. Activation at the C7 position was promoted by a bidentate ligand in DMA, while arylation at the C3 position was directed by a phosphine ligand in H2O. The C3 and C7 arylation products were obtained in moderate to good yields and with high regioselectivity.