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

DOI: 10.1039/P19880002839

Source and publish data:

Journal of the Chemical Society. Perkin transactions I p. 2839 - 2846 (1988)

Update date:2022-08-05

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Authors:

Hatjiarapoglou, Lazaros

Varvoglis, Anastassios

Alcock, Nathaniel W.

Pike, Graham A.

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Article abstract of DOI:10.1039/P19880002839

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 /= 3.0>> confirmed the identity of the product with norbornene.Diarylacetylenes give 1-(arylsulphonyl)indenes.Thermal decomposition of the ylides involves a new rearrangement, with formation of aryl arenethiosulphonates.

Full text of DOI:10.1039/P19880002839

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