Abstract
Iodination of benzo-12-crown-4, benzo-15-crown-5 and benzo-18-crown-6 by equimolar amounts of N-iodosuccinimide in ethanol in the presence of sulfuric acid additions proceeds quickly and selectively and results in corresponding 4I-iododerivatives with 78-86% yields. Reactivity of [3.3]dibenzo-18-crown-6 slightly differs from that of benzocrown ethers and diiodide (mixture of cisand trans-isomers) is obtained with 76% yield.
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