2,3-dihydro-3-oxo-2-phenyliodonium-benzo[b]thiolenide-1,1-dioxide: Synthesis, decomposition and Cu-catalyzed thermal reactions.

 
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1997 (EN)
2,3-dihydro-3-oxo-2-phenyliodonium-benzo[b]thiolenide-1,1-dioxide: Synthesis, decomposition and Cu-catalyzed thermal reactions. (EN)

Hadjiarapoglou, L. P. (EN)

Πανεπιστήμιο Ιωαννίνων. Σχολή Θετικών Επιστημών. Τμήμα Χημείας (EL)
Hadjiarapoglou, L. P. (EN)

Iodonium ylide 4 was prepared in 93% yield from the reaction of beta-ketosulfone 3 with phenyl iodosyl bis(trifluoroacetate). Although insoluble in most solvents, ylide 4 was readily soluble in a mixture of CH2Cl2/ ethanol (1:1), yielding trimer 5 quantitatively. Upon reaction with various heteroatom nucleophiles the new ylides 7 were isolated, while reaction with CS2 and thiobenzophenones yields thione 10 and alkenes 14 respectively. Furthermore 4 reacts with various alkenes 15 affording cyclopropanes 16 in moderate yields as well as with alkyne 17 affording furan 18. (C) 1997 Elsevier Science Ltd. (EN)

iodonium ylides (EN)

Πανεπιστήμιο Ιωαννίνων (EL)
University of Ioannina (EN)

Tetrahedron (EN)

English

1997

<Go to ISI>://A1997XJ79300030



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