59336-73-1Relevant academic research and scientific papers
An unprecedented stereoselective base-induced trimerization of an α-bromovinylsulfone
Fisher, Brendan,Lepage, Romain J.,White, Jonathan M.,Ye, Young,Krenske, Elizabeth H.,Rizzacasa, Mark A.
, p. 5529 - 5534 (2017/07/12)
A unprecedented base-induced trimerization of bromovinylsulfone 1 afforded the cyclohexene 6 as a single diastereoisomer. Optimization of this reaction gave the adduct 6 in 49% yield. A mechanistic rationale for the trimerization involving consecutive SN2′ additions and [3,3]-rearrangements and a final stereoselective intramolecular conjugate addition is proposed and supported by M06-2X density functional theory calculations.
A one-pot regioselective synthetic route to vinyl sulfones from terminal epoxides in aqueous media
Chawla, Ruchi,Kapoor, Ritu,Singh, Atul K.,Yadav, Lal Dhar S.
experimental part, p. 1308 - 1313 (2012/06/01)
A highly efficient LiBr catalysed regioselective synthesis of vinyl sulfones from readily available terminal epoxides and sodium sulfinates in a one-pot procedure using water as a reaction medium is reported. The protocol is adorned with several attributes of green chemistry like recycling of the catalyst, atom-economy and an aqueous medium.
Flash vacuum pyrolysis of stabilised phosphorus ylides. Part 12. Extrusion of Ph3P from sulfonyl ylides and reactivity of the resulting sulfonyl carbenes
Aitken, R. Alan,Drysdale, Martin J.,Ferguson, George,Lough, Alan J.
, p. 875 - 880 (2007/10/03)
Twelve sulfonyl stabilised phosphorus ylides have been prepared and their behaviour upon flash vacuum pyrolysis at 600°C has been examined. Examples with an arylsulfonyl substituent undergo loss of Ph3PO to give intractable products but those with an arylmethylsulfonyl substituent separately lose Ph3P and SO2 to give products consistent with the intermediacy of sulfonyl carbenes. X-Ray structure determinations of one ylide from each series show a more significant P-O non-bonding interaction in the first case, providing some explanation for the different thermal reactivity.
INVESTIGATION IN THE SERIES OF VINYLACETYLENE SULFONES. CYANATION REACTION
Bulat, A. D.,Antipov, M. A.,Belorusova, L. V.,Passet, B. V.
, p. 1923 - 1925 (2007/10/02)
Vinylacetylene sulfones ArSO2CH2CH=C(CH3)CCH react with acetone cyanohydrin in the presence of triethylamine to form unsaturated sulfonyl-substituted nitriles ArSO2CH2CH=C(CH3)CH=CH-CN.The vinylacetylene sulfide p-NO2C3H4SCH2CH=C(CH3)CCH does not en
