Brominations dibenzothiophene

The synthesis of 2,7-dinitrodibenzothiophene via cyclization of the biphenyl derivative (38) with bromine, at 200°, could be usefully extended to the synthesis of other deactivated dibenzothiophenes. The 2,7-disubstitution pattern is rare, the only other reference to it being the... 

Two novel monoaminodibenzothiophenes, 9b-amino-l,4,4a,9b-tetra-hydrodibenzothiophene (113) and 9b-amino-l,2,3,4,4a,9b-hexayhydro-dibenzothiophene (114) have been synthesized from the corresponding carboxylic acid sulfones 32 and 33 by treatment with sodium methoxide and bromine followed by reduction of the resultant sulfone carbamates with LAH. A -Alkylation of both 113 and 114 gives compounds which possess CNS depressant activity. ... 

Dibenzothiophene bromination, 59, 254 reaction with XeF, 59, 254 Dibenzothiophenes, 4-halo-, 59, 254 Dibenzothiopyrones, see Thioxanthones Dibenz[ft/)( 1,4]oxazepines, polyfluoro-,... 

The anodic oxidation of dibenzothiophene at Pt electrodes in aqueous H2SO4 or HCl solution affords as major product the corresponding 5-oxide or 5,5-dioxide, respectively, while in HBr solution ring-brominated products caused by electrogenerated bromine predominate [215]. The reaction mechanism appears to be the same as that for oxidation of diphenyl sulfides [88, 89]. When dibenzothiophene is electrolyzed in anhydrous MeCN/ NaC104 [216] or MeCN/LiC104 in the presence of K2CO3 [217] at Pt electrodes, the isolated product is a sulfonium salt, as in Eq. (100), as was observed in the case of diphenyl sulfide [94]. 

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