Silicon-assisted synthesis of thiocarbonyl derivatives and reactivity of dienophilic thioaldehydes

A Capperucci, A Degl'Innocenti, A Ricci…

Index: Capperucci, Antonella; Degl'Innocenti, Alessandro; Ricci, Alfredo; Mordini, Alessandro; Reginato, Gianna Journal of Organic Chemistry, 1991 , vol. 56, # 26 p. 7323 - 7328

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Citation Number: 37

Abstract

Treatment of bis (trimethylsily1) sulfide with CoC12-6H20 in the presence of aldehydes affords the corresponding thiocarbonyl analogues which can be trapped to avoid polymerization. The sulfurization reaction also takes place in the presence of TfOSiMe3, in which case, besides thioaldehydes, thioketones may be obtained in satisfactory yields. When thioaldehydes are generated with the CoCl26H20 method the Diek-Alder reaction ...