87362-82-1Relevant articles and documents
Silicon-Assisted Synthesis of Thiocarbonyl Derivatives and Reactivity of Dienophilic Thioaldehydes
Capperucci, Antonella,Degl'Innocenti, Alessandro,Ricci, Alfredo,Mordini, Alessandro,Reginato, Gianna
, p. 7323 - 7328 (2007/10/02)
Treatment of bis(trimethylsilyl) sulfide with CoCl2 * 6 H2O 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 CoCl2 * 6 H2O method the Diels-Alder reaction with cyclohexadiene occurs with very high selectivity in favor of the endo isomer, whereas when the TfOSiMe3-based method is employed, the stereochemistry of the cycloadduct can be conveniently selected toward endo or exo by varying the molar ratio of the sulfurating agent.
ON THE PROPERTIES OF SOME SUBSTITUTED α'-LITHIATED α(Z),Y-BUTADIENYL SULFIDES: CYCLISATIONS AND REARRANGEMENTS
Reglier, Marius,Julia, Sylvestre A.
, p. 2319 - 2322 (2007/10/02)
The conditions for the preparation and cyclisation of the title compounds 3 are described.The stability of the intermediate lithio-thiacyclohexenes 4 is shown to depend on the reaction conditions and the substituents R1-R4.The final Products 6, 10 and 7 arise from 4 via sigmatropic rearrangement, a prototropic shift followed by a sigmatropic rearrangement, or the elimination of lithium methanethiolate respectively.