• In the presence of solid NaOH, free radical iodination of saturated hydrocarbons has been accomplished under mild conditions. The reaction is thought to involve the triiodomethyl radical as a chain carrier: Angew. Chem. Int. Ed., 38, 2786 (1999).
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Precursor of diiodocarbene under phase-transfer conditions: Angew. Chem. Int. Ed., 13, 132 (1974), or using KO-t-Bu: Synthesis, 313 (1976). Generation of diiodocarbene with NaH in ether and reaction with malonate is the first step of a route to vinyl iodides: J. Chem. Soc., Perkin 1, 47 (1990):
