Iodination of Benzocyclic Amines With Mercury(ii)oxide-Iodine Reagent

Electrophilic Iodination of Organic Compounds Using Elemental Iodine or Iodides

“…157 This method was also used for monoiodination of calix[4]pyrroles 158 and indole derivatives. 107 Substituted indole derivatives 219 were also iodinated with the mercury(I) oxide and molecular iodine combination to 3-iodo-substituted derivatives 220, 159 while 2,2¢-biindole was iodinated to its 3,3¢-diiodo derivative by molecular iodine in the presence of ethanolic potassium hydroxide. 160 Iodination of 5-nitroindole (221a) with the sodium iodide, sodium chlorite and hydrochloric acid system yielded 3-iodo derivative 222, while the same protocol in the case of 5,6-diacetoxyindole (221b) afforded 2,3diiodo derivative 223 in a moderate yield.…”