1554305-47-3Relevant 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.
