Issue 10, 1988
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

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

Lazaros Hatjiarapoglou,   Anastassios Varvoglis,   Nathaniel W. Alcock  and  Graham A. Pike  

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)[gt-or-equal] 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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Article information

DOI
https://doi.org/10.1039/P19880002839
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1988, 2839-2846

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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

L. Hatjiarapoglou, A. Varvoglis, N. W. Alcock and G. A. Pike, J. Chem. Soc., Perkin Trans. 1, 1988, 2839 DOI: 10.1039/P19880002839

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