1973 年 93 巻 8 号 p. 997-1002
Condensation of bis(2-bromomethylphenyl) sulfoxide (VI) or sulfone (VII) with primary amines afforded dibenz[b, g][1, 5]thiazocine oxides (II or III). In this reaction, by-product formation of a bimolecular compound (IV), as was the case in the reaction of bis(2-bromomethylphenyl) sulfide (V), was not observed. Catalytic reduction of 6-benzyl-6, 7-di-hydro-5H-dibenz[b, g][1, 5]thiazocine 12, 12-dioxide (5) afforded 6, 7-dihydro-5H-dibenz-[b, g][1, 5]thiazocine 12, 12-dioxide (XI). The benzyl protons at 5- and 7-positions in II and III appear in their nuclear magnetic resonance spectrum as an AB-type double doublet. 6-(Alkylaminoalkyl)-6, 7-dihydro-5H-dibenz[b, g][1, 5]thiazocine oxides (XIII) were synthesized by the route shown in Chart 3.