Carbodithioates, phenyl

Phenyl carbodithioates are obtained in acceptable yields by an intramolecular thioacylation according to equation (59).The intermediate mixed thiocarboxylic thiocarbonic acid anhydride is not isolated but spontaneously eliminates carbon oxysulfide. 

Nitriles can be used as starting material for the bisdithioesters (62 n = 4, 5, lO), whereas the derivatives with shorter chain lengths (62 n = l-3), as well as methyl dithiocinnamate (63), are accessible from /VA -disubstituted thioamides via the corresponding imidothioate iodides. Methyl di-thioacrylate (65), the simplest unsaturated dithioester, was prepared by flash vacuum thermolysis of a precursor dithioester (64), which had been obtained from the corresponding nitrile (equation 64). It can be isolated as a red monomeric compound at 77 K but dimerizes rapidly at room temperature. The p,7-unsaturated isoprene derivative (66) and the methyl 2-arylpropanedithioates (67) were prepared from phenyl isothiocyanate and used as educts for syntheses of lavandulal and ar-curcumene. Also ethyl furane 3-carbodithioate (68), as prepared from the nitrile, has found application in syntheses of the natural products egona ketone and ar-turmerone. ... 

Dihydro-5-phenyl-3-(2-phenylethenyl) isoxazole, D-00467, 5-Dihydro-3-phenyl-1 //-pyrazole-1-carbodithioic acid, D-00468 (4,5-Dihydro-3-phenyl-1 //-pyrazol-1 -yl) benzenesulfonic acid hydrazide, D-00469 [4,5-Dihydro-5-phenyl-5-(2-pyridinyl)-1H-1,2,4-triazol-3-yl]-1,10-phenanthroline, D-00470... 

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