823810-77-1Relevant articles and documents
Preparation of new dialkyl benzene-, biphenyl-, and naphthalene- bis(α-oxoethanedithioates)
Voss, Jurgen,Sarafidis, Abraam,Sawluk, Andrzej,Schmidt, Gunther,Adiwidjaja, Gunadi
experimental part, p. 2249 - 2276 (2011/01/12)
Novel arene-bis- and -tris(-oxoethanedithioate) esters of the benzene, the biphenyl, and, in particular, the naphthalene series were prepared by reaction of the corresponding diazoacetyl or bromoacetyl derivatives with elemental sulfur in the presence of triethylamine in dry DMF, and subsequent direct alkylation of the produced dithiocarboxylate anions. The thiolation reaction of the diazoketones was significantly promoted by the addition of anhydrous calcium chloride (calcium chloride-activated thiolation, or CAT). Certain carbonyl-activated methylene and methyl compounds exhibiting no bromo or diazo substituents could be also transformed into dithioesters by the CAT reaction. The structure of three dithioesters was corroborated by X-ray structural analyses. Copyright Taylor & Francis Group, LLC.
THIONO AND DITHIOCARBOXYLIC ESTERS WITH ADDITIONAL FUNCTIONAL GROUPS
Voss, Juergen
, p. 129 - 154 (2007/10/02)
Since powerful nucleophiles and reductants or electrophiles are required for the synthesis of thiono and dithio esters, severe difficulties arise if certain other functional groups are present in the precursor.Furthermore, strong interference may occur between a reactive substituent and the thio ester group once they are both present in a molecule. - It is, therefore, necessary - and possible - to choose thoroughly a selective method, if thiono or dithio esters with halogeno, nitro, or oxo substituents as well as bis-thiono and bis-dithio esters are to be prepared.
