NUCLEOPHILIC REACTIONS AT A VINYLIC CENTER. XX. BASE-CATALYZED REARRANGEMENT OF ARYL β,β-DIBROMOVINYL SULFONES TO Z-ARYL α,β-DIBROMOVINYL SULFONES
A series of aryl β,β-dibromovinyl sulfones XC6H4SO2CH=CBr2 were synthesized, and their rearrangement to Z-aryl α,β-dibromovinyl sulfones XC6H4SO2CBr=CHBr by the action of KF.18-crown-6 in benzene was studied.The rearrangement rate increases with increase in the concentration of the base -> and with increase in the electron-withdrawing character of the substituent X and does not depend on the temperature.
Shainyan, B. A.,Mirskova, A. N.
p. 224 - 229
(2007/10/02)
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