Abstract

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.

Keywords: Polyphenols, TMSCl/NaI/MeCN, cyclization, benzosultams, sulfonamides