Reactivity of phenyliodonium bis(arylsulphonyl)methylides towards alkenes and alkynes: crystal structure of 9-phenylsulphonyl-1,2,3,4,4a,9a-hexahydro-1,4- methanofluorene

Abstract
Thermal or photochemical reactions of phenyliodonium bis(arylsulphonyl)methylides with alkenes lead normally to gem-(arylsulphonyl)cyclopropanes. Norbornene and trans-stilbene, however, afford 1-(phenylsulphonyl)indane derivatives. The crystal structure of the title compound {R= 0.038 for 3 468 unique observed reflections [I/σ(I) 3.0]} confirmed the identity of the product with norbornene. Diarylacetylenes give 1-(arylsulphonyl)indenes. Thermal decomposition of the glides involves a new rearrangement, with formation of aryl arenethiosulphonates.

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