INTRAMOLECULAR ANIONIC FRIEDEL-CRAFTS EQUIVALENTS - AN EXPEDITIOUS SYNTHESIS OF 4H-1,2-BENZOTHIAZIN-4-ONE 1,1-DIOXIDES FROM N-ARYLSULFONYLATED AMINO-ACIDS
Wii. Bakker et al., INTRAMOLECULAR ANIONIC FRIEDEL-CRAFTS EQUIVALENTS - AN EXPEDITIOUS SYNTHESIS OF 4H-1,2-BENZOTHIAZIN-4-ONE 1,1-DIOXIDES FROM N-ARYLSULFONYLATED AMINO-ACIDS, Synlett, (9), 1997, pp. 1079-1080
Treatment of compounds 1, readily available from amino acids, with exc
ess LDA furnishes benzothiazinones 2 in modest to good yields (Table);
variations of carbanion-mediated reactions lead to benzothiazepinones
(Table, entries 12 and 13) and dibenzothiazepinone (5).