Synthesis of 2-Nitrothiophenes via Tandem Henry Reaction and Nucleophilic Substitution on Sulfur from beta-Thiocyanatopropenals

摘要

A new synthetic route of 2-nitrothiophenes was described through a tetra-n-butylammonium fluoride-promoted or diisopropylethylamine-promoted tandem Henry reaction and nucleophilic substitution of nitromethane with 3-thiocyanatopropenals, which were conveniently prepared by the replacement reaction of 3-chloropropenals with potassium thiocyanate under a mild acidic condition.