Simple and condensed β-lactams. Part 20. Reaction of some 1-(4-methoxyphenyl)azetidin-2-ones with cerium(IV) ammonium nitrate (CAN): Trapping of the quinone imine intermediate with chloride and iodide anions

Article abstract of DOI:10.1016/S0040-4020(01)86713-2

1-(4-Methoxyphenyl)azetidin-2-ones 12 and 13, when treated with cerium(IV) ammonium nitrate (CAN), afford either their N-deprotected derivatives (19, 26) or the chlorinated compounds 22 and 27, respectively, as the main products, depending on whether sodi