Phenyl benzenethiosulfonate

Thermolysis of 3,6-diphenyl-l,4-di(phenylsulfonyl)-l,4-dihydro-l,2,4,5-tetrazine (127) in boiling toluene gives benzenesulfonic anhydride (128), phenyl benzenethiosulfonate (129), small amounts of diphenyl disulfide (130), 3,6-diphenyl-l,2,4,5-tetrazine (51) and a rearrangement product, 3,6-diphenyl-l,2-di(phenylsulfonyl)-l,2-dihydro-l,2,4,5-tetrazine (79) (79BCJ483). 3,6-Disubstituted hexahydro-1,2,4,5-tetrazines (132) afforded aldehyde hydrazones (133) when heated at their melting point (63AG1204). 

Phenoxyacetic acid, 361-362 Phenoxycoumarins, 1 3-Phenoxy-l-propyne, 373 Phenylacetaldehyde, 75 / Phenylbenzeneselenol, 35 Phenyl benzenethiosulfonate, 362-363 3-Phenyl-2,3-bornanediol, 363 Phenyl dichlorophosphate, 187 a-Phenylethylamine, 363-364... 

The reaction of alkenes with bis(phenylsulfonyl)carbene generated from the iodonium ylide photolytically (400-W low-pressure mercury lamp), or thermally [in the presence of bis(acetylacetonato)copper(ll), in chloroform or benzene], apart from the expected cyclopropanes 4, always affords bis(phenylsulfonyl)methane and phenyl benzenethiosulfonate. °... 

Phenyl benzenethiosulfonate (diphenyldisulfoxide) [1212-08-4] M 250.3, m 36-37 , 45-46 , 45-47 . Recrystallise the disulfoxide from EtOH or MeOH. It has also been purified from phenylsulfide impurities by dissolving in CHCI3, washing with aqueous saturated NaHC03, drying (Na2S04), filtering. 

Fuchs also prepared ( )-ll hydroxycephalotaxine (26), Scheme 8, starting from tetracyclic lactam 84-cji which was treated with lithium diisopro-pylamide followed by 5-phenyl benzenethiosulfonate to give monosulfenyl-ated lactam 85 (37). Treatment of 85 with lithiated hexamethyldisilazane (LiHMDS), followed by molecular oxygen, afforded a-keto lactam 86. Reduction with BH3/THF, acylation, and deprotection of the diol yielded 87, which was oxidized under Swem conditions. Treatment with 2,2-dhmethoxy-... 

Interaction of triethyl phosphite and phenyl benzenethiosulfonate is complicated, according to Michalski et al. (223), by concurrent reduction of the sulfonate ester. Thus, in addition to ethyl benzenesulfinate and 0,0-diethyl 8-phenyl phosphorothioate (eq. 8), there is obtained diphenyl disulfide and triethyl phosphate V... 

A sulfinate group is displaced from organic thiosulfonates (98) by phosphites, whereas phenyl benzenethiosulfonate undergoes deoxygenation to give diphenyl disulfide by phosphines (99). 

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