Improved Synthesis of gem-Diiodoalkanes

Significance

gem-Diiodoalkanes are useful precursors in several organic transformations like Simmons-Smith cyclopropanation and Takai olefination. This method allows a convenient preparation of gem-diiodides by the alkylation of diiodo­methyl anion with alkyl iodides or benzylic and allylic bromides. A broad functional group tolerance is demonstrated for this reaction.