IODOTRIMETHYLSILANE AND CATALYTIC IODINE PROMOTED CYCLIZATION FOR THE FACILE SYNTHESIS OF 3-MONOARYLATED FIVE-MEMBERED BENZOSULTAMS

摘要

3-Monoarylated five-membered benzosultams with various functional groups were prepared by simple and convenient two-step procedures. N-t-Bu-benzenesulfonamides were lithiated and reacted with substituted aromatic aldehydes to form the corresponding carbinols, which were converted to the cyclic compounds via a sequence of consecutive processes mediated by TMSCl-NaI-MeCN reagent and catalytic amount of iodine. Iodine played a crucial role in the eliminating the reductive side reaction in the cyclization processes.