640293-59-0Relevant academic research and scientific papers
Reactivity pattern of bis(propargyloxy) disulfides: Tandem rearrangements and cyclizations
Braverman, Samuel,Pechenick-Azizi, Tatiana,Gottlieb, Hugo E.,Sprecher, Milon
experimental part, p. 1741 - 1750 (2011/07/09)
Thirty-five substituted bis(propargyloxy) disulfides were successfully prepared in good to excellent yields, and their reactivity was found to be strongly dependent on the substitution pattern of the reactant. Inter alia they undergo surprising tandem sigmatropic rearrangements and cycloadditions. Three heretofore unknown product types were isolated and fully characterized: 6,7-dithiabicyclo[3.1.1]heptan-2-one 6-oxide derivatives, two isomeric 1,2-dithiete 1,1-dioxides (α,β-unsaturated four-membered cyclic thiosulfonates) from bis(propargyloxy) disulfides with α- or γ-alkyl-substituted propargyl groups, and two isomeric 2-oxa-5,7-dithiabicyclo[2.2.1]heptane 5-oxides from bis(propargyloxy) disulfides with α-tert-butyl- or α,α-dialkyl-substituted propargyl groups. Georg Thieme Verlag Stuttgart - New York.
New Structures from Multiple Rearrangements of Propargylic Dialkoxy Disulfides
Braverman, Samuel,Pechenick, Tatiana,Gottlieb, Hugo E.,Sprecher, Milon
, p. 14290 - 14291 (2007/10/03)
Sundry dipropargyloxy disulfides have been successfully prepared, and their rearrangement paths and products have been found to be dependent upon their substitution pattern. Inter alia compounds of two heretofore unknown structure types - 10 and 11 on one
