Conversion of Aryl Aldehydes to Benzyl Iodides and Diarylmethanes by H<sub>3</sub>PO<sub>3</sub>/I<sub>2</sub>
Fang Lv, Jing Xiao, Junchun Xiang, Fengzhe Guo, Zi-Long Tang, Li‐Biao Han
Abstract
For the first time, H3PO3 was used as both the reducing reagent and the promotor in the reductive benzylation reactions with aryl aldehydes. By using a H3PO3/I2 combination, various aromatic aldehydes underwent iodination reactions and Friedel–Crafts type reactions with arenes via benzyl iodide intermediates, readily producing benzyl iodides and diarylmethanes in good yields. Intramolecular cyclization reactions also took place, giving the corresponding cyclic compounds. This new strategy features easy-handling, low-cost, and metal-free conditions.
Topics & Concepts
ChemistryArylReagentIodideIntramolecular forceHalogenationFriedel–Crafts reactionOrganic chemistryCatalysisMedicinal chemistryAlkylVanadium and Halogenation ChemistrySynthesis of Indole DerivativesChemical Synthesis and Reactions