141241-07-8Relevant academic research and scientific papers
Chemoselective one-pot synthesis of β-keto sulfones from ketones
Rawat, Vikas S.,Reddy, Perla L. M.,Sreedhar, Bojja
, p. 5165 - 5168 (2014/01/23)
A practical method to synthesize substituted β-keto sulfones directly from ketones at room temperature has been developed. This method involves the nucleophilic addition of a base generated enolate to sulfonyl iodide. The reaction shows high chemoselectivity for the addition of a sulfonyl group to an α-carbon over a hydroxyl group. In addition, the given protocol provides good to excellent yields of β-keto sulfones under mild reaction conditions. Moreover, the regiochemical aspect of the protocol is also explored.
Reactions of (E)-2-Iodo-1-tosyl-1-alkenes as Useful Synthetic Intermediates
Iwata, Noriyoshi,Morioka, Tetsuro,Kobayashi, Toshifumi,Asada, Takahiro,Kinoshita, Hideki,Inomata, Katsuhiko
, p. 1379 - 1388 (2007/10/02)
(E)-2-Iodo-1-tosyl-1-alkenes readily available by iodosulfonization of 1-alkynes were found to be useful synthons for the regio- and/or stereoselective preparation of 1-tosyl-1-alkynes, 1-tosyl-2-alkynes, (Z)-vinyl and (Z)-allyl sulfones, β-tosyl enamines
TIN(II) CHLORIDE CATALYZED ADDITION OF DIAZO SULFONES, DIAZO PHOSPHINE OXIDES, AND DIAZO PHOSPHONATES TO ALDEHYDES.
Holmquist, Christopher R.,Roskamp, Eric J.
, p. 1131 - 1134 (2007/10/02)
Diazo sulfones, diazo phosphine oxides, and diazo phosphonates add to aldehydes in the presence of a catalytic amounts of tin(II) chloride to yield β-keto sulfones, β-keto phosphine oxides, and β-keto phosphonates, respectively.Reactions with primary aldehydes proceed in higher yields, 53-79percent, than those of secondary aldehydes, 42-56percent.Reactions with tertiary aldehydes, which are more sterically encumbered substrates, give only 5-36percent yields. KEY WORDS: Tin(II) chloride, catalyst, β-keto sulfones, β-keto phosphine oxides, and β-keto phosphonates.
