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Reaction of cyclo-octatetraene with antimony pentafluoride in liquid sulphur dioxide leads directly to 9-thiatricyclo[3,3,1,02,8]nona-3,6-diene 9,9-dioxide by unprecedented 1,5 cycloaddition; 9-thiabicyclo[4,2,1]nona-2,4,7-triene 9,9-dioxide is formed concomitantly and is the thermodynamically more stable C8H8O2S isomer.
L. A. Paquette, U. Jacobsson and M. Oku, J. Chem. Soc., Chem. Commun., 1975, 115 DOI: 10.1039/C39750000115
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