Synthesis of aromatic amines from electron-rich arenes and bis(2,2,2-trichloroethyl) azodicarboxylate

Article abstract of DOI:10.1016/S0040-4039(00)60436-7

Electron-rich arenes react with bis(2,2,2-trichloroethyl) azodicarboxylate in 3 M lithium perchlorate-diethylether or acetone solution to produce para-substituted aryl hydrazides in high yields. The corresponding aromatic amines are readily obtained by reducing the hydrazides with zinc in acetic acid.