| Abstract: | Succinoylation, acetylation and nitration of 4-methyldibenzothiophene yields 2-substituted products. Bromination however, gave 3-bromo-4-methyldibenzothiophene as the major product along with a small amount of the 2-isomer. The bromo-compounds were used to prepare related derivatives via lithium exchange. 4-Methyldibenzothiophene 5,5-dioxide was also shown to nitrate in the 3-position. The structures of the derivatives were determined by NMR analyses. An alternative synthesis of 4-methyldibenzothiophene is described. |
