TMSCl-NaI-MeCN Reagent Mediated Simple Two-Step Synthesis of Phenolic Benzosultams

A novel simple two-step synthesis of phenolic benzosultams is first reported. o-Lithiation of N-Boc-otoluenesulfonamide followed by reaction with methoxybenzaldehydes gave carbinol sulfonamides, which were converted to the cyclic phenolic compounds via TMSCl/NaI/MeCN reagent mediated sequence involving N-deprotective cyclization and O-demethylation.