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Synthesis of new silylated sulfur-containing heterocycles through thionation of bis(acylsilanes)
Authors:Jean-Philippe Bouillon  Charles Portella  Alessandro Degl’Innocenti
Institution:a Laboratoire “Réactions Sélectives et Applications”, UMR CNRS 6519, Faculté des Sciences, Université de Reims, B.P. 1039, F-51687 Reims Cedex 2, France
b Dipartimento di Chimica Organica, ICCOM, via della Lastruccia 13, I-50019 Sesto Fiorentino (FI), Italy
Abstract:The thionation of bis(acylsilanes) with spacers of variable size with hexamethyldisilathiane under cobalt(II) chloride or trimethylsilyl triflate catalysis affords 2,5-bis(trialkylsilyl)-thiophenes, 2,6-bis(trialkylsilyl)-4H-thiopyrans and 2,7-bis(trialkylsilyl)-4,5-dihydrothiepine generally along with a minor amount of the corresponding oxo analogue. The synthesis of both symmetrical and unsymmetrical bis(trialkylsilyl) derivatives was achieved.
Keywords:acylsilanes  thionation  thiopirans  dihydrothiepines
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