New Reagent Systems for Electrophilic Chlorination of Aromatic Compounds: Organic Chlorine-Containing Compounds in the Presence of Silica

Article abstract of DOI:10.1055/s-1985-31461

In the presence of silica, a number of chlorine-containing organic compounds, such as N,N-dichlorourethane, dichloramine-T, and t-butyl hypochlorite, become active electrophilic reagents capable of controlled monochlorination of aromatic compounds under mild conditions; for example, t-butyl hypochlorite/silica chlorinates alkylbenzenes, naphthalene, and anisole readily at 25 deg C; N,N-dichlorourethane/silica chlorinates benzene within 2 days 50 deg C.