97684-13-4Relevant academic research and scientific papers
Development of β-keto 1,3-dithianes as versatile intermediates for organic synthesis
Gaunt, Matthew J.,Sneddon, Helen F.,Hewitt, Peter R.,Orsini, Paolo,Hook, David F.,Ley, Steven V.
, p. 15 - 16 (2003)
β-Keto 1,3-dithianes can be generated by the double conjugate addition of dithiols to propargylic ketones, esters and aldehydes in excellent yields. As masked 1,3-dicarbonyl systems these substrates can be converted to a range of functionalised oxygen-containing heterocycles that can be used in natural product synthesis.
Double Michael addition of dithiols to acetylenic carbonyl compounds under the influence of molecular sieve and dimethyl sulfoxide
Kakinuma, Tomoko,Oriyama, Takeshi
experimental part, p. 290 - 292 (2010/03/26)
Double Michael addition of dithiols such as 1,3-propanedithiol and 1,2-ethanedithiol to α,β-acetylenic carbonyl compounds in the presence of molecular sieve and dimethyl sulfoxide proceeds very smoothly to afford the corresponding β-keto 1,3-dithianes and
On the synthesis of β-keto-1,3-dithianes from conjugated ynones catalyzed by magnesium oxide
Xu, Chunli,Bartley, Jonathan K.,Enache, Dan I.,Knight, David W.,Lunn, Matthew,Lok, Martin,Hutchings, Graham J.
, p. 2454 - 2456 (2008/09/20)
MgO was used for the first time as a heterogeneous basic catalyst to synthesize β-keto-1,3-dithianes, potentially useful synthetic intermediates, from conjugated ynones and ynoates.
Double conjugate addition of dithiols to propargylic carbonyl systems to generate protected 1,3-dicarbonyl compounds
Sneddon, Helen F.,Van Den Heuvel, Alexandra,Hirsch, Anna K. H.,Booth, Richard A.,Shaw, David M.,Gaunt, Matthew J.,Ley, Steven V.
, p. 2715 - 2725 (2007/10/03)
The work describes the efficient double conjugate addition of ethane and propane dithiols in the presence of sodium methoxide to a wide variety of propargylic carbonyl containing compounds. The products of these reactions are differentiated, 1,3-dicarbony
1,3-Dithienium- and 1,3-Dithiolenium Salts, II. Synthesis of Monocyclothioacetalized 1,3-Diketones from Silyl Enol Ethers
Stahl, Ingfried
, p. 1798 - 1808 (2007/10/02)
The 1,3-dithienium and 1,3-dithiolenium salts 3, available from the dithiols 1 or the cyclic thioacetals 4 (n=2, 3) by reaction with the acyl chlorides 2, trityl tetrafluoroborate (5), and sulfuryl chloride (7), react in good yields with the silyl enol ethers 10 to give the new monocyclothioacetalized 1,3-diketones 11.The synthetic potential of 11 as partially protected 1,3-diketones is demonstrated exemplarily by dethioacetalization to the 1,3-dicarbonyl compounds 13.
