Reaction of bis(trimethylsilyl)sulfide (HMDST) with aldehydes can be efficiently carried out in various ionic liquids, under CoCl2.6H2Oor TfOTMF catalysis, leading to the formation of thioaldehydes, which are trapped as Diels-Alder cycloadducts.When 1,3-cycloheaxadienewas used, a stereoselective entry to the endo isomer was always obtained.
Ionic liquids as an alternative reaction medium for HMDST based synthesis of thioaldehydes / Tanini, Damiano; Angeli, Andrea; Capperucci, Antonella. - In: PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS. - ISSN 1042-6507. - ELETTRONICO. - 191:(2016), pp. 156-158. [10.1080/10426507.2015.1114487]
Ionic liquids as an alternative reaction medium for HMDST based synthesis of thioaldehydes
TANINI, DAMIANO;ANGELI, ANDREA;CAPPERUCCI, ANTONELLA
2016
Abstract
Reaction of bis(trimethylsilyl)sulfide (HMDST) with aldehydes can be efficiently carried out in various ionic liquids, under CoCl2.6H2Oor TfOTMF catalysis, leading to the formation of thioaldehydes, which are trapped as Diels-Alder cycloadducts.When 1,3-cycloheaxadienewas used, a stereoselective entry to the endo isomer was always obtained.
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