Eco-Friendly Synthesis of Novel and Potential Anisylation Adduct and Its DFT Study

This work describes the preparation of [DMAPAS]+Cl- using an eco-friendly approach. Third, fourth, sixth, and seventh green chemical principles were executed in this optimization process. About 99% of yield was obtained by using 1.0 equivalents of 4-methoxybenzenesulfonyl chloride and N, N-dimethylpyridin-4-amine (DMAP) at r.t., in EtOAc (class 3 solvent) under inert atmosphere free and column chromatography free conditions. DFT comparison studies of three regioisomeric anisylation reagents such as [DMAPpAS]+Cl-, [DMAPmAS]+Cl-, and [DMAPoAS]+Cl- were carried out to understand the stability and reactivity of [DMAPpAS]+Cl- adduct. It also gives scope to develop novel protecting groups like O-tosylation and to prepare novel sulfonates and sulphonamides.