α,α’-Disubstituted styrenes undergo a difluorination-rearrangement reaction with fluoro-benzoiodoxole reagent 1. The reaction is catalyzed by Pd(MeCN)₄(BF₄)₂ and Cu(MeCN)₄PF₆. We have studied the rearrangement of α,α’-diaryl substituted styrenes, in which the aryl groups have different electronic character. In the case of α-aryl, α’-alkyl substituted styrenes, the aryl substituent has a higher migratory aptitude than the alkyl group. We have also extended the reactions to cycloalkyl styrenes, which underwent interesting ring contraction/expansion reactions. The regioselectivity of the migration can be explained on the basis of the formation of a phenonium intermediate.

α，α′-二取代的苯乙烯与氟-苯并碘代恶唑试剂1进行二氟化重排反应。该反应由Pd（MeCN）₄（BF ₄）₂和Cu（MeCN）₄ PF ₆催化。我们已经研究了α，α'-二芳基取代的苯乙烯的重排，其中芳基具有不同的电子特性。在α-芳基，α'-烷基取代的苯乙烯的情况下，芳基取代基具有比烷基更高的迁移能力。我们还将反应扩展到环烷基苯乙烯，该环烷基苯乙烯经历了有趣的环收缩/扩环反应。迁移的区域选择性可以基于a中间体的形成来解释。