114596-89-3Relevant academic research and scientific papers
Regiodivergent synthesis of 1- and 2-arylsulfonyl 1,3-dienes
Hampton, Carissa S.,Harmata, Michael
supporting information, p. 1256 - 1259 (2014/03/21)
In the course of a study of the alkoxyallylation of allenic sulfones through the use of π-allylpalladium chemistry, we discovered an isomerization of allenic sulfones to arylsulfonyl 1,3-dienes. Under conditions of palladium catalysis in the presence of acids such as acetic acid, allenic sulfones are converted to 1-arylsulfonyl 1,3-dienes. On the other hand, nucleophilic catalysis using triphenylphosphine in the presence of a proton shuttle yields 2-arylsulfonyl 1,3-dienes. Thus, either regioisomer of the arylsulfonyl diene can be prepared at will based on changes in reaction conditions.
Allyl sulfones as precursors to allylzincs in the palladium-catalyzed zinc-ene cyclization: Highly efficient synthesis of enantiopure (-)-erythrodiene
Deng, Kai,Chalker, Justin,Yang, Ao,Cohen, Theodore
, p. 3637 - 3640 (2007/10/03)
(Chemical Equation Presented) Easily prepared allyl phenyl sulfones, capable of introduction of the alkene by electrophilic α-substitution, are superior to allyl acetates as substrates for Pd-catalyzed Zn-ene cyclizations, providing C5 or C4N r
Palladium-Catalyzed Regioselective Addition of Thiophenol to Conjugated Enynes. Efficient Syntheses of 2-(Phenylsulfinyl) and 2-(Phenylsulfonyl) 1,3-Dienes
Baeckvall, Jan-E.,Ericsson, Anna
, p. 5850 - 5851 (2007/10/02)
Palladium-catalyzed addition of thiophenol to conjugated enynes with a terminal triple bond occurs in a regioselective manner to produce 2-(phenylthio) 1,3-dienes, which were selectively oxidized to either 2-(phenylsulfinyl) or 2-(phenylsulfonyl) 1,3-dienes by proper choice of reaction conditions and oxidant.
